Gilman, Henry; Gainer, Gordon C. published an article about the compound: Isoquinolin-6-ol( cas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1 ).HPLC of Formula: 7651-82-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:7651-82-3) through the article.
cf. C.A. 41, 4152c. p-H2NC6H4Li (prepared from 0.66 mole BuLi and 0.22 mole p-B1C6H4NH2 in ether), treated with 0.44 mole isoquinoline in an equal volume of ether (at a rate to maintain refluxing), the mixture refluxed 12 hrs., and the orange residue in 40 cc. PhNO2 heated 1.5 hrs. at 190°, gives 67-70% 1-(p-aminophenyl)isoquinoline (I), m. 191-2°. 1-(p-Nitrophenyl)-3,4-dihydroisoquinoline (Rodinov and Yavorskaya, C.A. 35, 6592.5) (2 g.) and 1 g. Pd black, heated 2 hrs. at 190-200°, give 60% 1-(p-nitrophenyl)isoquinoline, m. 155-6°; reduction in absolute EtOH over Raney Ni at 95-100°/3 atm. gives 70% I. 5-Aminoisoquinoline (50 g.) and 39.9 g. (CH2Ac)2 give 83% 5-(2,5-dimethyl-1-pyrryl)isoquinoline (II), m. 83-4° (picrate, yellow, m. 174-5°); 4-isomer m. 77-8°, 97% [prepared with 2 moles (CH2Ac)2]. The following derivatives of isoquinoline were prepared by the method used for I: 1-p-tolyl, m. 71-2°, 55% crude yield; 1-(p-dimethylaminophenyl), m. 114.5-15°, 55% (picrate, scarlet-red, m. 220-1°); 1-[p-(2,5-dimethyl-1-pyrryl)phenyl], m. 159-60°, 45%; 1-(p-methoxyphenyl)-5-(2,5-dimethyl-1-pyrryl), dark red, viscous oil, b2 222-8°, 38%; 1-(p-mercaptophenyl), whose HCl salt was pale yellow, m. 271-2°. p-(2,5-Dimethyl-1-pyrryl)phenyllithium and II give 31% 1-[p-(2,5-dimethyl-1-pyrryl)phenyl]-5-(2,5-dimethyl-1-pyrryl)isoquinoline, m. 214-15°. 4-Bromoisoquinoline (10.5 g.), 5 g. CuSO4, 4.1 g. Cu bronze, and 31.3 g. NaOH in 17 cc. H2O, heated 12 hrs. at 210°, give 61% 4-hydroxyisoquinoline, m. 223° (picrate, yellow, m. 243-4°). p-BrC6H4NH2 (34.4 g.) and 30 g. Et2N(CH2)3Cl, heated 6 hrs. at 150-60°, give 52% p-(3-diethylaminopropylamino)phenylbromide (III), b0.2 135-7°, nD20 1.5530, d2020 1.178. p-BrC6H4NHSO2Ph (156 g.) and 41.5 g. K2CO3 at 150°, treated cautiously with 90 g. Et2N(CH2)3Cl and heated 6 hrs. at 150-60°, give 62% III; di-HCl salt m. 185-6°.
In addition to the literature in the link below, there is a lot of literature about this compound(Isoquinolin-6-ol)HPLC of Formula: 7651-82-3, illustrating the importance and wide applicability of this compound(7651-82-3).
Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method