Methoxycarbonyl isothiocyanate → 4-Carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene

HRID 616125Notes

Reaction equation

HRID 616125 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9](=[O:11])[NH2:10])=[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]>CC(C)=O>[C:9]([S:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:20]([NH:19][C:17]([O:16][CH3:15])=[O:18])=[S:21])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1)(=[O:11])[NH2:10]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 189497711-Amino-4-carbamoylthio-2-nitrobenzene

Product 1

HCID 203711724-Carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1 G. of 1-amino-4-carbamoylthio-2-nitrobenzene in 20 ml. acetone is treated with 3.0 g. methoxy carbonyl isothiocyanate at room temperature for several days. The solution is concentrated and the residue triturated with methanol to afford 4-carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene.

Workup

  1. concentrationThe solution is concentrated
  2. customthe residue triturated with methanol

Sources & evidence

ORD record
ord-04a64dede676417ab16f660662c95e2c
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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