Phosgene → HCID 88493185, compound

HRID 846287Notes

Reaction equation

HRID 846287 reaction equation
[CH2:1]([C:3]1[N:4]=[CH:5][S:6][C:7]=1[C:8]([OH:10])=O)[CH3:2].C(Cl)([Cl:13])=O>C1(C)C=CC=CC=1>[CH2:1]([C:3]1[N:4]=[CH:5][S:6][C:7]=1[C:8]([Cl:13])=[O:10])[CH3:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 146531444-Ethyl-1,3-thiazole-5-carboxylic acid

Product 1

HCID 88493185HCID 88493185, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar apparatus to Example 1,7.9 g (0.05 mole) of 4-ethylthiazole-5carboxylic acid were suspended in 100 ml of toluene. Under heating and reflux, phosgene was blown at a rate of 220 ml/hr for 15 hours (0.15 mole). After completion of the blowing, stirring was continued for additional 2 hours. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to obtain 8.5 g of 4-ethylthiazole-5carboxylic acid chloride. Its purity and yield were 95.0% and 92.0%, respectively. NMR (δCDCl 3/TMS, ppm): 1.28(3H,t,J=7Hz), 3.10(2H,q,J=7Hz).

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-a3138741e6ce428bac371dfc9150397e
Source dataset
uspto-grants-1992_08
Patent number
US05136042

Reaction notes

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