Hydrochloric Acid → HCID 57074585, compound

HRID 436436Notes

Reaction equation

HRID 436436 reaction equation
[NH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][N:4]=1)[NH2:2].[CH3:13][O:14][C:15]1[C:22]([O:23][CH3:24])=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=O.Cl>>[CH3:13][O:14][C:15]1[C:22]([O:23][CH3:24])=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=[N:2][NH:1][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][N:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 665812,3-DimethoxybenzaldehydeHCID 123490411-Hydrazinyl-3,4-dihydroisoquinoline

Product 1

HCID 57074585HCID 57074585, compound

Procedure

In a manner similar to that of Example 4, condensation of 1-hydrazino-3,4-dihydroisoquinoline (5.7 g.) and 2,3-dimethoxybenzaldehyde (6.17 g.) and treatment of the reaction mixture with hydrochloric acid gave a solid, which was recrystallized twice from ethanol, affording 1-[2-(2,3-dimethoxybenzylidene)-hydrazino]-3,4-dihydroisoquinoline (I: X=2,3-(CH3O)2C6H3, X'=Y=Y'=Z=Z'=H) hydrochloride (8.2 g., m.p. 222°-223° C.).

Workup

  1. customgave a solid, which
  2. customwas recrystallized twice from ethanol

Sources & evidence

ORD record
ord-8febdaa2c3654b5c92919a8ef250a3db
Source dataset
uspto-grants-1977_02
Patent number
US04009170

Reaction notes

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