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Dimethylformamide → 2-Methylsulphonyl-3-phenylsulphenylbenzoyl chloride

HRID 1491578
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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

temperature
was heated
  • temperatureat reflux for 1.25 hours
  • customThe solution was evaporated
  • Sources & evidence

    ORD record
    ord-e2519ef41f4d43a0923d718a54a5c2e5
    Source dataset
    uspto-grants-1994_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05371064

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes