Thionyl Chloride → 5-Methyl-1,2-oxazole-4-carbonyl chloride

HRID 1386828Notes

Reaction equation

HRID 1386828 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[CH:4][C:3]=1[C:7]([OH:9])=O.S(Cl)([Cl:12])=O>C1(C)C=CC=CC=1>[CH3:1][C:2]1[O:6][N:5]=[CH:4][C:3]=1[C:7]([Cl:12])=[O:9]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 14252405-Methylisoxazole-4-carboxylic acid

Product 1

HCID 27599175-Methyl-1,2-oxazole-4-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

127.1 g (1.0 mol) of 5-methylisoxazole-4-carboxylic acid are initially introduced into 1 l of toluene, 129.8 g (1.1 mol) of thionyl chloride are added dropwise and the mixture is then heated at 80° C. for 6 h. The volume is concentrated under reduced pressure to approximately one half and the toluene solution is used directly for further reactions.

Workup

  1. additionare added dropwise
  2. concentrationThe volume is concentrated under reduced pressure to approximately one half

Sources & evidence

ORD record
ord-32e798756d954ff1b3336108b39bfc9f
Source dataset
uspto-grants-2001_07
Patent number
US06265588B1

Reaction notes

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