Suprofen → p-(2-Thenoyl)hydratropoyl chloride

HRID 461724Notes

Reaction equation

HRID 461724 reaction equation
[C:1]1([C:6]([C:8]2[CH:18]=[CH:17][C:11]([CH:12]([CH3:16])[C:13](O)=[O:14])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:21])=O>C1C=CC=CC=1>[C:1]1([C:6]([C:8]2[CH:18]=[CH:17][C:11]([CH:12]([CH3:16])[C:13]([Cl:21])=[O:14])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 5359SuprofenHCID 24386Thionyl Chloride

Product 1

HCID 11747905p-(2-Thenoyl)hydratropoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 5.2 parts of p-(2-thenoyl)hydratropic acid, 4.8 parts of thionyl chloride and 32 parts of anhydrous benzene is stirred and refluxed for 3h. 30. The reaction mixture is evaporated and the residue is evaporated once more from benzene, yielding p-(2-thenoyl)hydratropoyl chloride as a residue.

Workup

  1. temperaturerefluxed for 3h
  2. customThe reaction mixture is evaporated
  3. customthe residue is evaporated once more from benzene

Sources & evidence

ORD record
ord-15f1de4ee20d4c85847c625a2197e359
Source dataset
uspto-grants-1977_12
Patent number
US04064132

Reaction notes

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