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

HRID 1680884Notes

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][C:15]([NH2:28])([CH3:27])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1.[CH3:29]S(C)=O>>[CH3:27][C:15]([N:28]=[C:12]([O:13][CH3:29])[C:10]([C:5]1[CH:4]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:11])([CH3:14])[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

Reactant 3

HCID 679Dimethyl Sulfoxide3×

HCID 130206331-(3,4-Dimethoxyphenyl)-2-methylpropan-2-amine

HCID 204341102-Methoxyphenylglyoxal hydrate

Product 1

HCID 23454832alpha-(alpha,alpha-Dimethyl-3,4-dimethoxyphenethylimino)-2-methoxyacetophenone

Conditions

Temperature: 25 °C

Procedure

645 mg of 2-methoxyphenylglyoxal hydrate are dissolved in one ml of dimethylsulfoxide, and a solution of 826 mg of α,α-dimethyl-3,4-dimethoxyphenethylamine in 1.5 ml of dimethylsulfoxide is added thereto. The mixture is stirred at 25° C. for one hour, whereby a solution of α-(α,α-dimethyl-3,4-dimethoxyphenethylimino)-2-methoxyacetophenone in dimethylsulfoxide is obtained.

Sources & evidence

ORD record: ord-6e277391595247adb61f2f1bd8a37452
Source dataset: uspto-grants-1981_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04276304

Reaction notes

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