Acetone → 1-(2-Isopropylidenehydrazino)-6,7-dimethoxy-3,4-dihydroisoquinoline

HRID 436443Notes

Reaction equation

HRID 436443 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].Cl.[CH3:18][C:19]([CH3:21])=O>>[C:19](=[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)([CH3:21])[CH3:18]

Participants

4

Procedure

In a manner similar to that of Example 25, condensation of 1-hydrazino-6,7-dimethoxy-3,4-dihydroisoquinoline (7.0 g.) and acetone (100 ml.) and treatment of the reaction mixture with hydrochloric acid afforded 1-(2-isopropylidenehydrazino)-6,7-dimethoxy-3,4-dihydroisoquinoline (I: X = X' = CH3, Y = Y' = H, Z = Z' = CH3O) hydrochloride (7.55 g., m.p. 211.5°-213° C. with decomposition).

Sources & evidence

ORD record
ord-cc5e18a524934b0195d6fbcc4a5b9863
Source dataset
uspto-grants-1977_02
Patent number
US04009170

Reaction notes

Loading…