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

HRID 846284Notes

Reaction equation

HRID 846284 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(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 7237O-XyleneSolvent

Procedure

In a 300-ml three-neck flask, 7.9 g (0.5) mole) of 2,4-dimethylthiazole-5carboxylic acid were suspended in 200 ml of xylene and under heating and reflux, phosgene was blown at a flow rate of 340 ml/hr for 12 hours (0.18 mole). After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to obtain 8.2 g of 2,4-dimethylthiazole-5-carboxylic acid chloride. Its purity and yield were 95.0% and 98.0%, respectively.

Workup

  1. temperatureunder heating
  2. temperaturereflux
  3. customAfter completion of the reaction
  4. filtrationthe reaction mixture was filtered
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2f9ee1763c7742869c4d98dc67120f06
Source dataset
uspto-grants-1992_08
Patent number
US05136042

Reaction notes

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