4-Amino-3-nitrophenyl thiocyanate → 1-(3-Methoxycarbonyl-2-thioureido)-2-nitro-4-thiocyanatobenzene

HRID 616084Notes

Reaction equation

HRID 616084 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]#[N:10])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[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][C:9]#[N:10])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12])=[O:17]

Participants

4

Reactant 2

HCID 1046774-Amino-3-nitrophenyl thiocyanateHCID 552246Methoxycarbonyl isothiocyanate

Product 1

HCID 203710751-(3-Methoxycarbonyl-2-thioureido)-2-nitro-4-thiocyanatobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2.0 G. of 1-amino-2-nitro-4-thiocyanatobenzene in 20 ml. acetone is treated with 3.0 g. methoxycarbonyl isothiocyanate at room temperature for 9 days. The solution is concentrated and the residue triturated with methanol and recrystallized from acetone, yielding 1-(3-methoxycarbonyl-2-thioureido)- 2-nitro-4-thiocyanatobenzene.

Workup

  1. concentrationThe solution is concentrated
  2. customthe residue triturated with methanol
  3. customrecrystallized from acetone

Sources & evidence

ORD record
ord-5b12b509635948e0ad99edc16eebb117
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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