Thionyl Chloride → 2-Methyl-1,3-thiazole-4-carbonyl chloride

HRID 244647

Reaction equation

HRID 244647 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([OH:9])=O)[N:6]=1.S(Cl)([Cl:12])=O>>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([Cl:12])=[O:9])[N:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl Chloride3×HCID 2847282-Methyl-1,3-thiazole-4-carboxylic acid

Product 1

HCID 211839592-Methyl-1,3-thiazole-4-carbonyl chloride

Conditions

Temperature
80 °C

Procedure

To 2-methyl-1,3-thiazole-4-carboxylic acid (1 g) was added thionyl chloride (5 ml). The mixture was heated at 80° C. for 8 h. Thionyl chloride (5 ml) was added and the mixture heated for 2 h at 80° C. Further thionyl chloride (5 ml) was added and the mixture heated for 2 h. The mixture was concentrated in vacuo and azeotroped with toluene to give the title compound (1.12 g) as a brown solid

Workup

  1. temperaturethe mixture heated for 2 h at 80° C
  2. temperaturethe mixture heated for 2 h
  3. concentrationThe mixture was concentrated in vacuo
  4. customazeotroped with toluene

Sources & evidence

ORD record
ord-2fb1615a50a147d0bb6227abf6a7eaa2
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Linked notes

Loading…