2-Amino-1-(2-mercapto-2-methylpropylamino)benzene → 2-(2-Mercapto-2-methylpropylamino)-1-[2-(1-methylethylthio)-2-methylpropylamino]benzene

HRID 1494704Notes

Reaction equation

HRID 1494704 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][CH2:9][C:10]([SH:13])([CH3:12])[CH3:11].[CH3:14][CH:15]([S:17][C:18]([CH3:22])([CH3:21])[CH:19]=O)[CH3:16]>>[SH:13][C:10]([CH3:11])([CH3:12])[CH2:9][NH:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:19][C:18]([S:17][CH:15]([CH3:16])[CH3:14])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 100129272-Amino-1-(2-mercapto-2-methylpropylamino)benzeneHCID 100805362-(1-Methylethylthio)-2-methylpropanal

Product 1

HCID 100877952-(2-Mercapto-2-methylpropylamino)-1-[2-(1-methylethylthio)-2-methylpropylamino]benzeneYield 28.2%

Procedure

2-Amino-1-(2-mercapto-2-methylpropylamino)benzene (0.515 g, 2.65×10-3 mol) and 0.786 g (5.31×10-3 mol, 200 M %) 2-(1-methylethylthio)-2-methylpropanal were reacted by the method of Example 2 to give 2-(2-mercapto-2-methylpropylamino)-1-[2-(1-methylethylthio)-2-methylpropylamino]benzene 0.244 g (28% yield) as a colorless oil after purification by radial chromatography on a 2 mm silica gel plate eluting with 100 ml 100% petroleum ether and 200 ml 5% diethyl ether/petroleum ether.

Sources & evidence

ORD record
ord-3880fddbea5d4a75a0bd1ce1e8cd4714
Source dataset
uspto-grants-1991_06
Patent number
US05026913

Reaction notes

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