Phosphorus oxychloride → 2-Chloro-4-phenylthiazole

HRID 2037438Notes

Reaction equation

HRID 2037438 reaction equation
[C:1]1([C:7]2[NH:8][C:9](=O)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:9]1[S:10][CH:11]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 6989032-Hydroxy-4-phenylthiazole

Product 1

HCID 27613592-Chloro-4-phenylthiazoleYield 57%

Procedure

4-Phenyl-3H-thiazol-2-one (5 g, 28.2 mmol) was dissolved in POCl3 (30 mL), and the mixture was refluxed overnight. The mixture was concentrated in vacuum, and the residue was purified by column chromatography to give 2-chloro-4-phenylthiazole (3.1 g, 57%).

Workup

  1. temperaturethe mixture was refluxed overnight
  2. concentrationThe mixture was concentrated in vacuum
  3. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-1cc5365b28cf420f811c50c15b2f1e98
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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