Dimethylformamide → 2-Methylsulphonyl-3-phenylsulphenylbenzoyl chloride

HRID 1491578Notes

Reaction equation

HRID 1491578 reaction equation
[CH3:1][S:2]([C:5]1[C:13]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])(=[O:4])=[O:3].CN(C)C=O.S(Cl)([Cl:28])=O>>[CH3:1][S:2]([C:5]1[C:13]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([Cl:28])=[O:8])(=[O:4])=[O:3]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 189533112-Methylsulphonyl-3-phenylsulphenylbenzoic acid

Product 1

HCID 189532892-Methylsulphonyl-3-phenylsulphenylbenzoyl chloride

Procedure

A mixture of 2-methylsulphonyl-3-phenylsulphenylbenzoic acid and N,N-dimethylformamide (0.25 ml) in thionyl chloride was heated at reflux for 1.25 hours. The solution was evaporated to give 9.9 g of 2-methylsulphonyl-3-phenylsulphenylbenzoyl chloride as a pale yellow oil which was used directly in the next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1.25 hours
  3. customThe solution was evaporated

Sources & evidence

ORD record
ord-e2519ef41f4d43a0923d718a54a5c2e5
Source dataset
uspto-grants-1994_12
Patent number
US05371064

Reaction notes

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