Suprofen → p-(2-Thenoyl)hydratropoyl chloride

HRID 1439565Notes

Reaction equation

HRID 1439565 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-ed597c611aa54758b2933052b447ee46
Source dataset
uspto-grants-1977_11
Patent number
US04060528

Reaction notes

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