Phosgene → 2,4-Dimethylthiazole-5-carbonyl chloride

HRID 846299Notes

Reaction equation

HRID 846299 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]([OH:10])=O)=[C:5]([CH3:7])[N:6]=1.C(Cl)([Cl:13])=O>C1(C)C=CC=CC=1>[CH3:1][C:2]1[S:3][C:4]([C:8]([Cl:13])=[O:10])=[C:5]([CH3:7])[N:6]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 736488Dimethyl-1,3-thiazole-5-carboxylic acid

Product 1

HCID 146531402,4-Dimethylthiazole-5-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar apparatus to Example 1, 15.7 g (0.1 mole) of 2,4-dimethylthiazole-5carboxylic acid were suspended in 100 ml of toluene. Under heating and reflux, phosgene was blown at a rate of 1.3 l/hr for 5 hours (0.29 mole). After completion of the reaction, the residue was filtered off and the filtrate was concentrated. As a result, 7.2 g of 2,4-dimethyl-thiazole-5-carboxylic acid chloride were obtained. Its purity and yield were 96.9% an 41.0%, respectively.

Workup

  1. temperatureUnder heating
  2. temperaturereflux
  3. customAfter completion of the reaction
  4. filtrationthe residue was filtered off
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5d720b69110b43d18057d7b32a79e40a
Source dataset
uspto-grants-1992_08
Patent number
US05136042

Reaction notes

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