Thionyl Chloride → 2-Chloro-4-trifluoromethyl-5-thiazolecarbonyl chloride

HRID 1903680Notes

Reaction equation

HRID 1903680 reaction equation
[Cl:1][C:2]1[S:3][C:4]([C:11]([O:13]CC)=O)=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.S(Cl)([Cl:18])=O>>[Cl:1][C:2]1[S:3][C:4]([C:11]([Cl:18])=[O:13])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1235240Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate

Product 1

HCID 132827442-Chloro-4-trifluoromethyl-5-thiazolecarbonyl chloride

Procedure

A mixture of 36.0 g (0.1554 mole) of the acid of Example 17 and 171 g (1.437 mole) of thionyl chloride were held at reflux for 6 hours. Excess thionyl chloride was removed under reduced pressure and the residue (38.1 g, 98%) was reacted as described in Examples 19-31.

Workup

  1. temperatureat reflux for 6 hours
  2. customExcess thionyl chloride was removed under reduced pressure
  3. customthe residue (38.1 g, 98%) was reacted

Sources & evidence

ORD record
ord-3ab0eca9e1114dd4a89ccb2803fb6641
Source dataset
uspto-grants-1984_03
Patent number
US04437876

Reaction notes

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