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

HRID 616101Notes

Reaction equation

HRID 616101 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])=[CH:4][C:3]=1[NH2:16].[CH3:17][O:18][C:19]([N:21]=[C:22]=[S:23])=[O:20]>CC(C)=O>[CH3:17][O:18][C:19]([NH:21][C:22](=[S:23])[NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])=[CH:4][C:3]=1[NH:16][C:22]([NH:21][C:19]([O:18][CH3:17])=[O:20])=[S:23])=[O:20]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 130355734-(Benzenesulfinyl)benzene-1,2-diamine

Product 1

HCID 203712061,2-Bis-(3-methoxycarbonyl-2-thioureido)-4-phenylsulfinylbenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2.1 G. 1,2-diamino-4-phenylsulfinylbenzene in 150 ml. acetone is treated with 6 g. methoxy carbonyl isothiocyanate overnight at 20°-25° C. The reaction mixture is stripped and the residue triturated with ether. Recrystallization from methanol yields pure 1,2-bis-(3-methoxycarbonyl-2-thioureido)- 4-phenylsulfinylbenzene.

Workup

  1. customat 20°-25° C
  2. customthe residue triturated with ether
  3. customRecrystallization from methanol

Sources & evidence

ORD record
ord-51fdf0ba2da94f92ac889d066e6a787d
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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