Thionyl Chloride → 5-Methyl-3-phenylisoxazole-4-carbonyl chloride
Reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13](C(O)=O)=[O:14].S(Cl)([Cl:20])=O>N1C=CC=CC=1>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([Cl:20])=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 111.76 g of 5-methyl-3-phenyl-4-isoxazoloyl carboxylic acid, 6 drops of pyridine and 29.5 ml of thionyl chloride is stirred under reflux for 4 hrs. The excess thionyl chloride is evaporated in vacuo. Distillation of the residue yields 113.74 g of yellow liquid.
Workup
- temperatureunder reflux for 4 hrs
- customThe excess thionyl chloride is evaporated in vacuo
- distillationDistillation of the residue
Sources & evidence
- ORD record
- ord-e5e56676ef5d48e9b65a67a4cd85f5d8
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04544670
Reaction notes
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