Methoxycarbonyl isothiocyanate → HCID 20371120, compound

HRID 616114Notes

Reaction equation

HRID 616114 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH2:13][C:14]#[CH:15])=[O:12])=[CH:7][C:6]=1[NH2:16])(=[O:3])[CH3:2].[CH3:17][O:18][C:19]([N:21]=[C:22]=[S:23])=[O:20]>CC(C)=O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH2:13][C:14]#[CH:15])=[O:12])=[CH:7][C:6]=1[NH:16][C:22]([NH:21][C:19]([O:18][CH3:17])=[O:20])=[S:23])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 552246Methoxycarbonyl isothiocyanateHCID 20371170HCID 20371170, compound

Product 1

HCID 20371120HCID 20371120, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1 G. of 1-acetamido-2-amino-4-propargylsulfinylbenzene in 30 ml. acetone is treated overnight at room temperature with 2 g. methoxy carbonyl isothiocyanate. The solution is concentrated and the residue triturated with ether. Recrystallization yields 2-acetamido-1-(3-methoxycarbonyl-2-thioureido)-5-propargylsulfinylbenzene.

Workup

  1. concentrationThe solution is concentrated
  2. customthe residue triturated with ether
  3. customRecrystallization

Sources & evidence

ORD record
ord-8545026911554c378f1bd18f295c6573
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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