Dimethyl Sulfoxide → alpha-(alpha-Methyl-3,4-dimethoxyphenethylimino)-2-methoxyacetophenone

HRID 1154613Notes

Reaction equation

HRID 1154613 reaction equation
O.CO[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]([CH:12]=[O:13])=[O:11].[CH3:14][CH:15]([NH2:27])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1.[CH3:28]S(C)=O>>[CH3:14][CH:15]([N:27]=[C:12]([O:13][CH3:28])[C:10]([C:5]1[CH:4]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:11])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1

Participants

4

Reactant 3

HCID 679Dimethyl Sulfoxide2×HCID 8423(+-)-3,4-DimethoxyamphetamineHCID 204341102-Methoxyphenylglyoxal hydrate

Product 1

HCID 20434111alpha-(alpha-Methyl-3,4-dimethoxyphenethylimino)-2-methoxyacetophenone

Procedure

4.9 g of 2-methoxyphenylglyoxal hydrate (crude oil) are dissolved in 15 ml of dimethylsulfoxide, and 5.25 g of α-methyl-3,4-dimethoxyphenethylamine are added thereto. The mixture is stirred at room temperature for 30 minutes, whereby a solution of α-(α-methyl-3,4-dimethoxyphenethylimino)-2-methoxyacetophenone in dimethylsulfoxide is obtained.

Sources & evidence

ORD record
ord-6973e76364714f72973d1babc2791eba
Source dataset
uspto-grants-1984_12
Patent number
US04490392

Reaction notes

Loading…