Methoxycarbonyl isothiocyanate → 1-(3-Methoxycarbonyl-2-thioureido)-2-acetamido-5-benzylthiobenzene

HRID 616076Notes

Reaction equation

HRID 616076 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][C:6]=1[NH2:19])(=[O:3])[CH3:2].[CH3:20][O:21][C:22]([N:24]=[C:25]=[S:26])=[O:23]>CC(C)=O>[CH3:20][O:21][C:22]([NH:24][C:25](=[S:26])[NH:19][C:6]1[CH:7]=[C:8]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]=[CH:10][C:5]=1[NH:4][C:1](=[O:3])[CH3:2])=[O:23]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 203711891-Acetamido-2-amino-4-benzylthiobenzene

Product 1

HCID 203711501-(3-Methoxycarbonyl-2-thioureido)-2-acetamido-5-benzylthiobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.6 G. of 1-acetamido-2-amino-4-benzylthiobenzene is dissolved in 32 ml. acetone and treated with 2.4 g. methoxycarbonylisothiocyanate. The mixture is left overnight at room temperature, then concentrated and the residue triturated with ether. Pure 1-(3-methoxycarbonyl-2-thioureido)-2-acetamido-5-benzylthiobenzene is obtained by recrystallization from methanol.

Workup

  1. concentrationconcentrated
  2. customthe residue triturated with ether

Sources & evidence

ORD record
ord-d9058e4b557b4a9ebe983a4dd1b896fd
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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