Dimethylformamide → HCID 14716208, compound

HRID 846297Notes

Reaction equation

HRID 846297 reaction equation
[CH2:1]([C:4]1[S:5][C:6]([C:10]([OH:12])=O)=[C:7]([CH3:9])[N:8]=1)[CH2:2][CH3:3].CN(C)C=O.C(Cl)([Cl:20])=O>C1(C)C(C)=CC=CC=1>[CH2:1]([C:4]1[S:5][C:6]([C:10]([Cl:20])=[O:12])=[C:7]([CH3:9])[N:8]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6371PhosgeneHCID 13835293113391-64-3

Product 1

HCID 14716208HCID 14716208, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In a 200-ml three-neck flask, 15.0 g (0.08 mole) of 2-propyl-4-methylthiazole-5-carboxylic acid were suspended in 100 ml of xylene, followed by the addition of 0.05 g of N,N-dimethylformamide. Under heating and reflux, phosgene was blown at a flow rate of 1.5 l/hr for 3 hours (0.20 mole). After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to obtain 16.2 g of 2-propyl-4 -methylthiazole-5-carboxylic acid chloride. Its purity and yield were 97.3% and 98.2%, 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-1645fed9b11b4c68a5dc5b1154855b62
Source dataset
uspto-grants-1992_08
Patent number
US05136042

Reaction notes

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