(Chlorothio)formyl chloride → HCID 67079379, compound

HRID 2194337Notes

Reaction equation

HRID 2194337 reaction equation
Cl[C:2]([S:4]Cl)=[O:3].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]([NH2:17])=[O:16])=[CH:9][CH:8]=1>C1(C)C=CC=CC=1>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][C:15]2[O:16][C:2](=[O:3])[S:4][N:17]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 75990(Chlorothio)formyl chlorideHCID 20308924HCID 20308924, compound

Product 1

HCID 67079379HCID 67079379, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

11.60 g (88.5 mmol) of chlorocarbonylsulphenyl chloride and 13.54 g (73.8 mmol) of 3-(4-chlorophenyl)propionamide are stirred in 25 ml of toluene at 70° C. for 3 h. Subsequently, the mixture is cooled and freed from a solvent under vacuum and the residue is purified by column chromatography. 15.6 g of product are obtained (99.9% purity, 87.6% yield, log P (pH 2.3)=3.36).

Workup

  1. temperatureSubsequently, the mixture is cooled
  2. customthe residue is purified by column chromatography

Sources & evidence

ORD record
ord-d61bb4d7079244b18137299bc7eb4301
Source dataset
uspto-grants-2012_12
Patent number
US08334235B2

Reaction notes

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