Acetaldehyde → 1-(2-Ethylidenehydrazino)-6,7-dimethoxy-3,4-dihydroisoquinoline

HRID 436442Notes

Reaction equation

HRID 436442 reaction equation
[NH:1]([C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5][N:4]=1)[NH2:2].[CH:17](=O)[CH3:18].S(=O)(=O)(O)O>>[CH:17](=[N:2][NH:1][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5][N:4]=1)[CH3:18]

Participants

4

Reactant 3

HCID 177AcetaldehydeHCID 1118Sulfuric AcidHCID 543111-Hydrazino-6,7-dimethoxy-3,4-dihydroisoquinoline

Product 1

HCID 571596881-(2-Ethylidenehydrazino)-6,7-dimethoxy-3,4-dihydroisoquinoline

Procedure

In a manner similar to that of Step C of Example 1, condensation of 1-hydrazino-6,7-dimethoxy-3,4-dihydroisoquinoline (7.2 g.) with acetaldehyde (4.3 g.) and treatment of the resulting product with sulfuric acid afforded 1-(2-ethylidenehydrazino)-6,7-dimethoxy-3,4-dihydroisoquinoline (I: X=CH3, X' =Y=Y' =H, Z=Z' =CH3O) sulfate monohydrate (5.3 g., m.p. 165°-168° C.).

Sources & evidence

ORD record
ord-43bef293ab2b422ca9a02fd57516012c
Source dataset
uspto-grants-1977_02
Patent number
US04009170

Reaction notes

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