Thionyl Chloride → HCID 18672149, compound

HRID 1057757Notes

Reaction equation

HRID 1057757 reaction equation
[Cl:1][C:2]1[O:6][N:5]=[C:4]([C:7]([OH:9])=O)[CH:3]=1.S(Cl)([Cl:12])=O>C(Cl)(Cl)Cl.C1C=CC=CC=1>[Cl:1][C:2]1[O:6][N:5]=[C:4]([C:7]([Cl:12])=[O:9])[CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 223114305-Chloro-1,2-oxazole-3-carboxylic acid

Product 1

HCID 18672149HCID 18672149, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6212ChloroformSolvent

Procedure

A solution of 5-chloroisoxazole-3-carboxylic acid (0.750 g, 4.32 mmol, 1 equiv) and thionyl chloride (9.0 mL, 120 mmol, 28 equiv) in CHCl3 (21 mL) was heated to reflux for 28 h. The volatiles were evaporated to provide a residue which was dissolved in benzene (40 mL), which was subsequently evaporated to give the title intermediate as a yellow oil which was used without further purification.

Workup

  1. temperatureto reflux for 28 h
  2. customThe volatiles were evaporated
  3. customto provide a residue which
  4. customwhich was subsequently evaporated

Sources & evidence

ORD record
ord-f5a5e3c3c9ae47b288f38cd46aaac984
Source dataset
uspto-grants-2003_02
Patent number
US06514997B2

Reaction notes

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