Phosgene → HCID 14716204, compound

HRID 846285Notes

Reaction equation

HRID 846285 reaction equation
[CH3:1][O:2][C:3]1[S:4][C:5]([C:9]([OH:11])=O)=[C:6]([CH3:8])[N:7]=1.C(Cl)([Cl:14])=O>ClC1C=CC=CC=1>[CH3:1][O:2][C:3]1[S:4][C:5]([C:9]([Cl:14])=[O:11])=[C:6]([CH3:8])[N:7]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 164948992-Methoxy-4-methyl-1,3-thiazole-5-carboxylic acid

Product 1

HCID 14716204HCID 14716204, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

In a similar apparatus to Example 1, 10.4 g (0.06 mole) of 2-methoxy-4-methylthiazole-5-carboxylic acid were suspended in 150 ml of chlorobenzene. Under heating and reflux, phosgene was blown at a rate of 400 ml/hr for 15 hours (0.27 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 10.9 g of 2-methoxy-4-methylthiazole-5-carboxylic acid chloride. Its purity and yield were 95.0% and 90.0%, respectively. NMR (δCDCl 3/TMS, ppm): 2.70(3H,s), 3.85(3H,s).

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-3e82054883a14b9085202ccca8896948
Source dataset
uspto-grants-1992_08
Patent number
US05136042

Reaction notes

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