Methoxycarbonyl isothiocyanate → 2-Acetamido-1-(3-methoxycarbonyl-2-thioureido)-5-methoxymethylthiobenzene

HRID 616124Notes

Reaction equation

HRID 616124 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][O:13][CH3:14])=[CH:7][C:6]=1[NH2:15])(=[O:3])[CH3:2].[CH3:16][O:17][C:18]([N:20]=[C:21]=[S:22])=[O:19]>CC(C)=O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][O:13][CH3:14])=[CH:7][C:6]=1[NH:15][C:21]([NH:20][C:18]([O:17][CH3:16])=[O:19])=[S:22])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 203712101-Acetamido-2-amino-4-methoxymethylthiobenzene

Product 1

HCID 203711962-Acetamido-1-(3-methoxycarbonyl-2-thioureido)-5-methoxymethylthiobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.0 G. of 1-acetamido-2-amino-4-methoxymethylthiobenzene in 30 ml. acetone is treated overnight with 2 g. methoxy carbonyl isothiocyanate at room temperature. The solution is concentrated and the residue triturated with ether. Recrystallization affords 2-acetamido-1-(3-methoxycarbonyl-2-thioureido)-5-methoxymethylthiobenzene.

Workup

  1. customat room temperature
  2. concentrationThe solution is concentrated
  3. customthe residue triturated with ether
  4. customRecrystallization

Sources & evidence

ORD record
ord-c6ddc46331e1461883701730aa13af85
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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