Methoxycarbonyl isothiocyanate → 1-(3-Methoxycarbonyl-2-thioureido)-4-methylthiomethylthio-2-nitrobenzene
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][S:10][CH3:11])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][O:16][C:17]([N:19]=[C:20]=[S:21])=[O:18]>>[CH3:15][O:16][C:17]([NH:19][C:20](=[S:21])[NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][S:10][CH3:11])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13])=[O:18]Participants
3
Procedure
The 1-amino-4-methylthiomethylthio-2-nitrobenzene prepared according to Example VIII is treated with methoxy carbonyl isothiocyanate according to the first paragraph of Example VI to afford 1-(3-methoxycarbonyl-2-thioureido)-4-methylthiomethylthio-2-nitrobenzene. This latter compound is treated according to the iron reduction technique set forth in the third paragraph of Example XIX to afford 2-amino-1-(3-methoxycarbonyl-2-thioureido)-4-methylthiomethylthiobenzene. This latter compound is treated in accordance with the first paragraph of EXAMPLE XVII to afford 1-(3-methoxycarbonyl-2-thioureido)-4-methylthiomethylthio-2-succinamidobenzene.
Sources & evidence
- ORD record
- ord-17d5d01912ef419d8ca116461b170071
- Source dataset
- uspto-grants-1978_02
- Patent number
- US04072696
Reaction notes
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