Category: 7651-82-3

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The tautomerism of N-heteroaromatic hydroxy compounds. III. Ionization constants》. Authors are Mason, S. F..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).Computed Properties of C9H7NO. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

cf. C.A. 52, 4324b. Acidic and basic ionization constants are reported for a number of N-heteroaromatic hydroxy compounds and their O- and N-Me derivatives From the measured and from published values, tautomeric equilibrium constants (Kt = [NH form]/[OH form]) were estimated for the monoaza compounds, and for the diaza compounds with not more than one N atom conjugated with the OH group. For the diazacompds. with a ring-N atom placed both ortho and para to the OH group, the equilibrium constant (Kop = [ο-quinonoid NH form]/[p-quinonoid NH form]) was similarly estimated Such constants agree, to within an order of magnitude, with those determined spectrophotometrically. The ionization and tautomeric constants vary with the π-electron energies of the species in equilibrium Absorption spectra were measured with a Hilger Uvispek H700/305 Quartz Spectrophotometer, and aqueous solutions with pH values 2 units less than pK1 value of the 63 compounds examined Ionization constants were determined by potentiometric titration at 20° under N, a Cambridge pH meter being used with glass and calomel electrodes. The ionization constants of the N-heteroaromatic hydroxy compounds were measured at 0.004M and those of the O- and N-Me derivatives at 0.01M.

This compound(Isoquinolin-6-ol)Computed Properties of C9H7NO was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 7651-82-3, is researched, SMILESS is OC1=CC2=C(C=NC=C2)C=C1, Molecular C9H7NOJournal, Tetrahedron called Synthesis of chromeno[2′,3′:4,5]imidazo[2,1-a]isoquinolines via a novel domino reaction of isoquinoline-derived immonium salts. Scope and limitations, Author is Voskressensky, Leonid G.; Festa, Alexey A.; Sokolova, Ekaterina A.; Varlamov, Alexey V., the main research direction is isoquinolinium salt preparation hydroxyarylaldehyde domino cycloaddition heterocyclization; chromeno imidazoisoquinoline preparation.Recommanded Product: Isoquinolin-6-ol.

A one-pot protocol towards chromeno[2′,2′:4,5]imidazo[2,1-a]isoquinoline derivatives, e.g., I, via a domino reaction of isoquinoline-derived immonium salts and α-hydroxy aromatic aldehydes is elaborated. The scope and limitations of this reaction is discussed.

This compound(Isoquinolin-6-ol)Recommanded Product: Isoquinolin-6-ol was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Recommanded Product: Isoquinolin-6-ol. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Isoquinolin-6-ol, is researched, Molecular C9H7NO, CAS is 7651-82-3, about Study of heterocyclic quinones. XXX. Isoquinoline quinones. Author is Tsizin, Yu. S.; Lopatin, B. V..

Quinones I (R = morpholino, pyrrolidinyl) were prepared in 70-92% yield by treatment of I (R = MeO) with the resp. amine ;I (R = MeO) was obtained in 80% yield by treatment of 7-methoxy-8-aminoisoquinoline with NH(SO3K)2 and NaH2PO4.H2O. II (R = morpholino, piperidino) were prepared by treating 6-hydroxyisoquinoline with Cu acetate and the corresponding base. Quinones III (R = Me, piperidino) were also prepared

This compound(Isoquinolin-6-ol)Recommanded Product: Isoquinolin-6-ol was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Specific chlorination of isoquinolines by a fungal flavin-dependent halogenase, published in 2013-02-15, which mentions a compound: 7651-82-3, Name is Isoquinolin-6-ol, Molecular C9H7NO, Electric Literature of C9H7NO.

Rdc2 of Pochonia chlamydosporia is the 1st flavin-dependent halogenase identified from fungi. Based on the reported structure of the bacterial halogenase CmlS, the authors built a homol. model for Rdc2. The model suggested an open substrate binding site that was capable of binding the natural substrate, monocillin II, and possibly other mols. such as 4-hydroxyisoquinoline (I) and 6-hydroxyisoquinoline (II). In vitro and in vivo halogenation experiments confirmed that I and II could be halogenated at the position ortho to the OH group, leading to the synthesis of the chlorinated isoquinolines, 3-chloro-4-hydroxyisoquinoline and 5-chloro-6-hydroxyisoquinoline, resp., which further expanded the spectrum of identified substrates of Rdc2. This work revealed that Rdc2 is a useful biocatalyst for the synthesis of various halogenated compounds

This compound(Isoquinolin-6-ol)Electric Literature of C9H7NO was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 7651-82-3, is researched, SMILESS is OC1=CC2=C(C=NC=C2)C=C1, Molecular C9H7NOJournal, Article, Journal of Organic Chemistry called Metal-Free Synthesis of Phenol-Aryl Selenides via Dehydrogenative C-Se Coupling of Aryl Selenoxides with Phenols, Author is Liu, Zhengfen; Jiang, Yonggang; Liu, Chunxiang; Zhang, Linlin; Wang, Jing; Li, Tiantian; Zhang, Hongbin; Li, Minyan; Yang, Xiaodong, the main research direction is phenol aryl selenide preparation; aryl benzyl selenoxide preparation phenol cross coupling.Product Details of 7651-82-3.

Herein, we disclose the synthesis of diaryl selenides through an unexpected C-Se coupling between aryl benzyl selenoxides and phenols. The synthetic significance of the method is that it provides a mild, rapid, and metal-free access to organoselenides in high yields with excellent functional group tolerance. This coupling of aryl benzyl selenoxides reveals a completely new reaction possibility compared with aryl sulfoxides. We also probed the reaction mechanism of this unexpected transformation through exptl. studies and revealed a special Se(IV)-Se(III)-Se(II) reaction pathway.

Different reactions of this compound(Isoquinolin-6-ol)Product Details of 7651-82-3 require different conditions, so the reaction conditions are very important.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 7651-82-3, is researched, Molecular C9H7NO, about Strong positive cooperativity in binding to the A3T3 repeat by Hoechst 33258 derivatives attaching the quinoline units at the end of a branched linker, the main research direction is DNA repeat quinoline preparation; Cooperative binding; DNA repeat; Fluorescence titration; Hoechst; McGhee–von Hippel equation.Electric Literature of C9H7NO.

Hoechst 33258 derivatives with addnl. interacting moieties attached at the ends of branched linkers were synthesized, and their DNA binding properties were investigated with regard to the A3T3 repeat by measuring fluorescence spectra. The binding property of the ligand was investigated by fluorescence titration, and the titration data were analyzed using the McGhee-von Hippel method. Ligand 6Q with the quinolin-6-yloxyacetyl group and Ligand IQ with isoquinolin-6-yloxyacetyl group at the ends of the branched linkers exhibit highly pos. cooperativity for the DNA having 5 A3T3 sites with 3 base-insertions between them with sequence selectivity. The strategy developed in this study may be generally applicable for designing ligands for repetitive DNA sequences.

The article 《Strong positive cooperativity in binding to the A3T3 repeat by Hoechst 33258 derivatives attaching the quinoline units at the end of a branched linker》 also mentions many details about this compound(7651-82-3)Electric Literature of C9H7NO, you can pay attention to it or contacet with the author([email protected]) to get more information.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Isoquinolin-6-ol(SMILESS: OC1=CC2=C(C=NC=C2)C=C1,cas:7651-82-3) is researched.Computed Properties of C18H28ClRu. The article 《Integrated catalysis opens new arylation pathways via regiodivergent enzymatic C-H activation》 in relation to this compound, is published in Nature Communications. Let’s take a look at the latest research on this compound (cas:7651-82-3).

The integration of regioselective halogenase enzymes with Pd-catalyzed cross-coupling chem., in one-pot reactions, successfully addresses this problem for the indole heterocycle was demonstrated. The resultant ‘chemobio-transformation’ delivered a range of functionally diverse arylated products that were impossible to access using sep. enzymic or chemocatalytic C-H activation, under mild, aqueous conditions. This use of different biocatalysts to select different C-H positions contrasts with the prevailing substrate-control approach to the area, and presented opportunities for new pathways in C-H activation chem. The issues of enzyme and transition metal compatibility were overcome through membrane compartmentalization, with the optimized process requiring no intermediate work-up or purification steps.

The article 《Integrated catalysis opens new arylation pathways via regiodivergent enzymatic C-H activation》 also mentions many details about this compound(7651-82-3)Reference of Isoquinolin-6-ol, you can pay attention to it, because details determine success or failure

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The tautomerism of N-heteroaromatic hydroxy compounds. II. Ultraviolet spectra》. Authors are Mason, S. F..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).COA of Formula: C9H7NO. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

The UV spectra of 68 N-heteroaromatic hydroxy compounds and their O- and N-Me derivatives with fixed structures have been measured. These were measured with a Hilger Uvispek H700/305 quartz spectrophotometer in buffered aqueous solutions The buffer solutions were 0.01M acetate for pH 3.8-5.7; 0.01M phosphate for pH 6.0-7.9, and 10.3-11.3; and 0.01M borate for pH 8.2-10.0. The variations of the spectra with temperature were measured by means of a water-jacketed cell-holder maintained at a constant temperature (±0.05°) with H2O circulated from a thermostat. By comparing spectra, it was found that tautomerism from O-H to N-H forms in general among the monoaza and some diaza heterocyclic hydroxy compounds Equilibrium constants (Kt = [N-H form]/[O-H form] have been estimated from the spectra, and they have been found to increase with conjugation between the O and N atom, and with the addition of fused benzene rings, and to decrease with aza substitution, with a rise in temperature, and with a fall in the dielec. constant of the solvent.

The article 《The tautomerism of N-heteroaromatic hydroxy compounds. II. Ultraviolet spectra》 also mentions many details about this compound(7651-82-3)COA of Formula: C9H7NO, you can pay attention to it, because details determine success or failure

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Aminoisoquinolines, -cinnolines, and -quinazolines. (A) The basic strengths and ultraviolet absorption spectra. (B) Infrared spectra》. Authors are Osborn, A. R.; Schofield, K.; Short, L. N..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).Synthetic Route of C9H7NO. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

cf. following abstract Potentiometric titrations in aqueous solution at 20° with HCl gave the following pKa values. Isoquinolines: unsubstituted (I), 5.40; 3-NH2 (Ia), 5.05; 4-NH2 (Ib), 6.28; 5-NH2 (Ic), 5.59; 6-NH2 (Id), 7.17; 7-NH2 (Ie), 6.20; 8-NH2 (If), 6.06. Cinnolines: unsubstituted (II), 2.29; 3-NH2 (IIa), 3.70; 4-NH2 (IIb), 6.85; 5-NH2 (IIc), 2.70; 6-NH2 (IId), 5.04; 7-NH2 (IIe), 4.85; 8-NH2 (IIf), 3.68. Quinazolines: unsubstituted (III), 3.51; 2-NH2 (IIIa), 4.82; 4-NH2 (IIIb), 5.85; 5-NH2 (IIIc), 3.57; 6-NH2 (IIId), 3.29; 7-NH2 (IIIe), 4.60; 8-NH2 (IIIf), 2.81. In addition pKa values based on calculations from ultraviolet extinction curves were determined for phenanthridine 4.52, its 6-NH2 derivative 6.88, and 6,7-benzoquinazoline (IV) ∼ 5.2. Ultraviolet absorption data for the above bases and their cations in buffered aqueous solutions and of the methochlorides of I, II, and III in H2O were given. I, II, and III showed the 3 main bands characteristic of electronic transitions parallel to the long, short, and long axes of bicyclic systems, and the effect of the position of the NH2 substituent could be correlated fairly well with the shifts of the bands noted in the spectra of their NH2 derivatives II in cyclohexane showed an addnl. low-intensity, longer wavelength (390 mμ) band of an n → π transition which disappeared in water or acid. The bathochromic shift shown in the spectra of the aminoisoquinolines on conversion to the cations indicated that, as with I, the monocations carry the proton on the ring N. Study of the ΔpKa values (relative to I) showed values below 1 for Ib, Ic, and Ie, in which there is no possibility of addnl. ionic resonance in the cations, and above 1 for the 1-NH2 derivative of I and Id, for which addnl. forms are possible, and a neg. value for Ia, which is clearly not increased in stability by a possible ο-quinonoid resonance form (see the following abstract for If). The bathochromic shifts in the spectra of the aminocinnolines on cation formation again indicated that proton attachment is to the ring N. By analogies to the quinoline and isoquinoline series, ΔpKa values indicated that N1 is the predominant basic center in IIb, IIe, and probably IIc, while N2 is the basic center for IId and IIf (the spectra of If and IIf are similar). From the values of ΔpKa for IIa, the basic center is considered to be N2, although it contrasts strongly with Ia. Cationization of III caused a marked hypsochromic shift in contrast to the more usual slight bathochromic shift for other heterocyclic bases, and some modification of the aromatic system, possibly a 3,4-hydration, is assumed. Ultraviolet studies on cation formation of the aminoquinazolines indicated no hydration for IIIa and IIIb (similar to 2- and 4-aminoquinoline), IIIc, IIIe, and IIIf, while IIId is presumably hydrated. Considering the change on cationization of III and the increased base strength of 3,4-dihydroquinazolines relative to the quinazolines, choice of a basic center by correlation with ΔpKa values is difficult, although N1 seems to be favored for IIIb and definite for IIIe. Quinoxaline and its 6-NH2 derivative also showed the usual bathochromic shift on cation formation, while the 5-NH2 derivative seemed to take up the first proton on its NH2 group. Infrared N-H bond stretching frequencies and force constants, indicative of the amount of interaction of the NH2 group with the ring and the electron density at the ring N, were given for Ia-f, IIa-f, IIIa-f, 2-, 4-, and 5-aminopyrimidines, and 5-aminoquinoline in CCl4, CHCl3, and pyridine (some compounds); the effects of electromeric interaction where possible, the lack of interaction between N1 and a C-5 NH2 group, the effect of 2 ring N atoms adjacent to the NH2 group and of intramolecular H-bonding were noted. 1,3-Dichloroisoquinoline (0.5 g.), 25 cc. MeOH, 0.4 g. KOH, and 3 cc. Raney Ni shaken with H, the MeOH evaporated, and the Et2O extract of the residue treated with picric acid in Et2O gave I picrate, m. 225-6°; 1,3-dibromoisoquinoline (V) behaved similarly. Homophthalimide (5 g.) and 50 cc. PBr3 refluxed 5 hrs., the PBr3 evaporated in vacuo, and the residue treated with alkali gave 3.4 g. V, m. 147-7.5° (MeOH). V (3 g.) was converted to 1.75 g. 3-bromoisoquinoline (VI), m. 63-4° (aqueous MeOH). 3-Chloroisoquinoline (8.8 g.), 100 cc. concentrated NH4OH, and 1 g. CuSO4 heated 30 hrs. at 140° in an autoclave, made strongly basic, and extracted with CHCl3 gave 5.3 g. Ia, m. 176-7° (C6H6), similarly prepared from VI. Ib m. 108-9.5° (C6H6-cyclohexane). 5-Nitroisoquinoline (20 g.), 500 cc. MeOH, and 2 g. 5% Pd-C hydrogenated 2 hrs., evaporated, and the residue crystallized from CHCl3-petr. ether gave 93% Ic, m. 129.5-30.5° (C6H6-cyclohexane). m-MeOC6H4CHO (35.5 g.), 18 g. MeNO2, 125 cc. HOAc, and 12.5 g. NH4OAc refluxed 2 hrs. and poured into H2O gave 27 g. m-MeOC6H4CH:CHNO2, m. 91-2° (C6H6), which was not reduced satisfactorily. 1,2,3,4-Tetrahydro-6-methoxyisoquinoline (2.42 g.) and 0.8 g. 30% Pd-C heated 0.25 hr. at 180-90° in a stream of N, extracted with Et2O, the 2.1 g. oily product treated with 3 g. picric acid in 10 cc. Me2CO, the 2.9 g. picrate decomposed with aqueous LiOH, extracted with Et2O, the 1.03 g. product refluxed 2 hrs. with 25 cc. concentrated HBr, evaporated in vacuo, dissolved in 10 cc. H2O, and treated with aqueous Na2CO3 gave 0.85 g. 6-hydroxyisoquinoline (VII), m. 220° (decomposition); dehydrogenation with Raney Ni in naphthalene was unsuccessful. Id, m. 211-12° (C6H6), was prepared from VII. 1,3-Dihydroxy-7-nitroisoquinoline (VIII) (52 g.), m. 291° (decomposition), was prepared from 56 g. 4-nitrohomophthalic acid in ο-C6H4Cl2. VIII (2 g.) and 20 cc. POCl3 heated 4 hrs. on the steam bath, decomposed with ice, and brought to pH 10 gave 1.18 g. 1,3-dichloro-7-nitroisoquinoline, m. 185° (decomposition) (HOAc), but the reaction was not reproducible. 7-Hydroxyisoquinoline (1.25 g.), 4 cc. NH4SO3 (concentrated NH4OH saturated with SO2), and 20 cc. concentrated NH4OH 16 hrs. at 140-50° gave 1.1 g. Ie, m. 203-5° (C6H6) after sublimation at 150°/0.3 mm. Ic (4.8 g.) in 12 cc. concentrated HBr and 13 cc. H2O diazotized at 0° with 2.3 g. NaNO2 in 15 cc. H2O, added to 5.8 g. CuBr in 48 cc. HBr at 75°, and let stand 24 hrs. gave 5.1 g. 5-bromoisoquinoline (IX), m. 82-4° (petr. ether). KNO3 (2.4 g.) in 20 cc. concentrated H2SO4 added during 5 min. to 4.15 g. IX in 24 cc. concentrated H2SO4, the mixture let stand 1 hr. at room temperature, poured on ice, and made alk. with NH4OH gave 5.05 g. 5-bromo-8-nitroisoquinoline (X), m. 139-41° (MeOH). 5-Chloro-8-nitroisoquinoline (2 g.) and 12 g. NH4OAc added to 2 g. 6% Pd-CaCO3 in absolute MeOH (previously shaken with H), hydrogenated 1 hr., the filtered solution acidified with concentrated HCl, the MeOH evaporated in vacuo, the residue in H2O made alk. with saturated Na2CO3, and extracted with CHCl3 gave 1.02 g. If, m. 171-2° (EtOAc); use of NaOAc in the reduction gave lower yields of If while reduction with Pd-C in MeOH in the presence of NaOAc gave 8-amino-5-chloroisoquinoline, from which the Cl was not removed on Raney Ni hydrogenation in alk. solution; hydrogenation of X in MeOH over Pd-CaCO3 gave colored intermediate products, while reduction of X in the presence of KOH gave a small yield of If. 2-Chloroquinazoline (0.5 g.) added slowly to 0.4 g. KOH in 5 g. PhOH, the mixture heated 3 hrs. at 70°, and made alk. gave 0.58 g. 2-phenoxyquinazoline (XI), m. 124-6° (petr. ether). XI (0.5 g.) and 5 g. NH4OAc heated 2 hrs. at 170-80° and treated with H2O and 2N NaOH gave 0.35 g. IIIa, m. 200° (EtOH). IIIb m. 271-2° (EtOH). 6,2-O2N(H2N)C6H3CO2H (14.84 g.) and 29.4 cc. HCONH2 4.5 hrs. at 155-60° gave 12.2 g. 4-hydroxy-5-nitroquinazoline (XII), m. 252-6° (H2O). XII (7 g.) and POCl3 gave 5.17 g. 4-chloro-5-nitroquinazoline (XIII), m. 142° after sublimation at 140°/0.5 mm. Resublimed XIII (1 g.) in 150 cc. dry MeOCH2CH2OH and 0.5 g. 6% Pd-CaCO3 hydrogenated 0.5 hr., evaporated, oxidized with K3Fe(CN)6, and the product chromatographed gave 0.265 g. IIIc, m. 195-6.5° (C6H6) after sublimation at 160°/1 mm. IIId, m. 213-14° (C6H6), IIIe, m. 190-1° (C6H6) after sublimation at 160°/0.5 mm., and IIIf, m. 150-1° after sublimation at 120°/0.5 mm., were prepared similarly by reduction at atm. pressure with 6% Pd-C. 1-Chloro-7-methoxyphthalazine (XIV) (7.4 g.), m. 142° (decomposition), was obtained by refluxing 8.8 g. 1-OH compound 0.5 hr. with 40 cc. POCl3. XIV (0.5 g.), 0.2 g. red P, and 5 cc. HI refluxed 1 hr., diluted with 5 cc. H2O, evaporated in vacuo, and the residue in 5 cc. H2O adjusted to pH 7 with NH4OH gave 0.3 g. 6-hydroxyphthalazine-0.5H2O, m. 300° (decomposition) (H2O), which was not converted successfully to the 6-NH2 compound XIV refluxed with HBr gave 4,6-dihydroxyphthalazine, m. 310° (decomposition) (H2O). 3,2-H2NC10H6CO2H (10 g.) was converted to 8.5 g. 4-hydroxy-6,7-benzoquinazoline (XV), m. 278° (H2O). XV (1.3 g.) and 20 cc. POCl3 refluxed 2 hrs. gave 0.98 g. 4-chloro-6,7-benzoquinazoline (XVI), m. 176-8° after sublimation at 160°/0.1 mm. XVI (0.4 g.) in 50 cc. MeOCH2CH2OH hydrogenated 1.5 hrs. over 0.5 g. 8% Pd-CaCO3 and the product in H2O oxidized with 1.4 g. K3Fe(CN)6 gave 0.19 g. IV, m. 163-5° (cyclohexane) after sublimation. XVI (0.23 g.) and 25 cc. saturated NH3-MeOH refluxed 2 hrs. gave 4-amino-6,7-benzoquinazoline, m. 365° (decomposition) (EtOH) after repeated sublimation. XVI (2.1 g.) in 100 cc. warm C6H6 added to 2 equivalents NaCH(CO2Et)2 in 100 cc. C6H6, refluxed 3 hrs., let stand overnight, poured into H2O, the organic layer evaporated, and the residue crystallized from EtOH gave 2.29 g. di-Et 6,7-benzoquinazol-4-ylmalonate (XVII), m. 172-5°. XVII (1.5 g.), 0.6 g. KOH, and 60 cc. MeOH refluxed 3 hrs. gave 0.58 g. 6,7-benzoquinazol-4-ylacetate, m. 207-9° (MeOH), hydrolyzed with boiling aqueous NaOH to traces of 4-methyl-6,7-benzoquinazoline-1.5H2O, m. 124-6° (petr. ether). I (5 g.), 10 cc. MeI, and MeOH refluxed 2 hrs. gave I methiodide, m. 160-1.5° (EtOH), which was shaken with 50 cc. H2O and excess freshly precipitated AgCl for 12 hrs., filtered, the filtrate evaporated, and I methochloride crystallized under anhydrous conditions from EtOH-Et2O. Quinoline methochloride, the very deliquescent II methochloride-0.5H2O, and 4-methylcinnoline methochloride-H2O were prepared similarly.

After consulting a lot of data, we found that this compound(7651-82-3)Synthetic Route of C9H7NO can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Control Viscoelasticity of Polymer Networks with Crosslinks of Superposed Fast and Slow Dynamics, published in 2021-10-04, which mentions a compound: 7651-82-3, Name is Isoquinolin-6-ol, Molecular C9H7NO, COA of Formula: C9H7NO.

Depending on the dynamics of the crosslinks, polymer networks can have distinct bulk mech. behaviors, from viscous liquids to tough solids. Here, by means of designing a crosslink with variable mol. dynamics, we show the control of viscoelasticity of polymer networks in a broad range quant. The hexanoate-isoquinoline@cucurbit[7]uril (HIQ@CB[7]) crosslink exhibits in a combination of protonated and deprotonated states of similar association affinity but distinct mol. dynamics. The mol. property of this crosslink is contributed by linear combination of the parameters at the two states, which is precisely tuned by pH. Using this crosslink, we achieve the quant. control of viscoelasticity of quasi-ideal networks in 5 orders of magnitude, and we show the reversible control of mech. response, such as stiffness, strength and extensibility, of tough random polymer networks. This strategy offers a way to tailor the mech. properties of polymer networks at the mol. level and paves the way for engineering “”smart”” responsive materials.

Although many compounds look similar to this compound(7651-82-3)COA of Formula: C9H7NO, numerous studies have shown that this compound(SMILES:OC1=CC2=C(C=NC=C2)C=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method