Water → 2-Hydroxy-4-phenylthiazole

HRID 2037437Notes

Reaction equation

HRID 2037437 reaction equation
[C:1]1([C:7](=O)[CH2:8][S:9][C:10]#[N:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:13]S(O)(=O)=O.O>CC(O)=O>[C:1]1([C:7]2[NH:11][C:10](=[O:13])[S:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 219693Phenacyl thiocyanate

Product 1

HCID 6989032-Hydroxy-4-phenylthiazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 1-phenyl-2-thiocyanato-ethanone (20 g, 113 mmol) in HOAc (100 mL) was added 50% aqueous H2SO4 (20 mL). The mixture was refluxed for 10 min. The mixture was poured into water. The solid formed was collected by filtration to give crude 4-phenyl-3H-thiazol-2-one (20 g) which was used for the next step without further purification.

Workup

  1. temperatureThe mixture was refluxed for 10 min
  2. customThe solid formed
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-24148e6e66124618a3b0215e91a63f63
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

Loading…