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

HRID 616097Notes

Reaction equation

HRID 616097 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[NH2:15].[CH3:16][O:17][C:18]([N:20]=[C:21]=[S:22])=[O:19]>CC(C)=O>[CH3:16][O:17][C:18]([NH:20][C:21](=[S:22])[NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[NH:15][C:21]([NH:20][C:18]([O:17][CH3:16])=[O:19])=[S:22])=[O:19]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 30164174-(Phenylthio)benzene-1,2-diamine

Product 1

HCID 203710911,2-Bis-(3-methoxycarbonyl-2-thioureido)-4-phenylthiobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.6 G. 1,2-diamino-4-phenylthiobenzene is dissolved in 30 ml. acetone and treated with 4 g. methoxycarbonyl isothiocyanate at room temperature overnight. The mixture is concentrated under vacuum and the residue triturated with ether. Recrystallization from methanol-chloroform yields pure 1,2-bis-(3-methoxycarbonyl-2-thioureido)-4-phenylthiobenzene.

Workup

  1. customat room temperature
  2. customovernight
  3. concentrationThe mixture is concentrated under vacuum
  4. customthe residue triturated with ether
  5. customRecrystallization from methanol-chloroform

Sources & evidence

ORD record
ord-7b27adc0ed3e45b8ad7335d0bdb2523f
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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