Methanol → 2-Amino-4-carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)benzene

HRID 616126Notes

Reaction equation

HRID 616126 reaction equation
[C:1]([S:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH:14][C:15]([O:17][CH3:18])=[O:16])=[S:13])=[C:7]([N+:19]([O-])=O)[CH:6]=1)(=[O:3])[NH2:2].CO>[Fe].O>[NH2:19][C:7]1[CH:6]=[C:5]([S:4][C:1](=[O:3])[NH2:2])[CH:10]=[CH:9][C:8]=1[NH:11][C:12]([NH:14][C:15]([O:17][CH3:18])=[O:16])=[S:13]

Participants

5

Reactant 2

HCID 887MethanolHCID 203711724-Carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene

Product 1

HCID 203710642-Amino-4-carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)benzene

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

1.5 G. of 4-carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)-2-nitrobenzene is treated for four hours in a refluxing mixture of 160 ml. methanol and 40 ml. water and with 4 g. iron powder (added in two portions) and 1 g. ferrous sulfate. The mixture is filtered, and the filtrate concentrated. The residue is dissolved in chloroform and washed with water, then the solvent evaporated affording 2-amino-4-carbamoylthio-1-(3-methoxycarbonyl-2-thioureido)-benzene.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated
  3. dissolutionThe residue is dissolved in chloroform
  4. washwashed with water
  5. customthe solvent evaporated

Sources & evidence

ORD record
ord-f81fe8add0064e5c84960b15fa6a5d7a
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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