Methoxycarbonyl isothiocyanate → HCID 20371121, compound

HRID 616093Notes

Reaction equation

HRID 616093 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]#[CH:11])=[CH:4][C:3]=1[NH2:12].[CH3:13][O:14][C:15]([N:17]=[C:18]=[S:19])=[O:16]>CC(C)=O>[CH3:13][O:14][C:15]([NH:17][C:18](=[S:19])[NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]#[CH:11])=[CH:4][C:3]=1[NH:12][C:18]([NH:17][C:15]([O:14][CH3:13])=[O:16])=[S:19])=[O:16]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 203628414-[(Prop-2-yn-1-yl)sulfanyl]benzene-1,2-diamine

Product 1

HCID 20371121HCID 20371121, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4 G. of 1,2-diamino-4-propargylthiobenzene in 40 ml. aceton is treated with 10 g. of methoxy carbonyl isothiocyanate. The mixture is left overnight at room temperature, stripped under vacuum and the residue triturated with ether. Recrystallization from methanol gives pure 1,2-bis-(3-methoxycarbonyl-2-thioureido)-4-propargylthio-benzene.

Workup

  1. customthe residue triturated with ether
  2. customRecrystallization from methanol

Sources & evidence

ORD record
ord-3c083015a9c1455c91ba00da22505a01
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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