Suprofen → p-(2-Thenoyl)hydratropoyl chloride

HRID 258913

Reaction equation

HRID 258913 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-6b9439048f53451e9dbe69fab35877a6
Source dataset
uspto-grants-1977_07
Patent number
US04035376

Linked notes

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