Methoxycarbonyl isothiocyanate → 1,2-Bis-(3-methoxycarbonyl-2-thioureido)-4-n-butylthiobenzene

HRID 616111Notes

Reaction equation

HRID 616111 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:4][C:3]=1[NH2:13].[CH3:14][O:15][C:16]([N:18]=[C:19]=[S:20])=[O:17]>CC(C)=O>[CH3:14][O:15][C:16]([NH:18][C:19](=[S:20])[NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:4][C:3]=1[NH:13][C:19]([NH:18][C:16]([O:15][CH3:14])=[O:17])=[S:20])=[O:17]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 203710591,2-Diamino-4-n-butylthiobenzene

Product 1

HCID 203710011,2-Bis-(3-methoxycarbonyl-2-thioureido)-4-n-butylthiobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.5 G. of 1,2-diamino-4-n-butylthiobenzene in 30 ml. acetone is treated overnight with 4.5 g. methoxy carbonyl isothiocyanate at room temperature. The solution is concentrated, and the residue triturated with methanol and recrystallized from methanol, yielding 1,2-bis-(3-methoxycarbonyl-2-thioureido)-4-n-butylthiobenzene.

Workup

  1. customat room temperature
  2. concentrationThe solution is concentrated
  3. customthe residue triturated with methanol
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-1fcb6efa55084cf587e8dcbb4d3dc644
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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