Hydrochloric Acid → HCID 178516163, compound

HRID 1090805Notes

Reaction equation

HRID 1090805 reaction equation
Cl.N[C:3]1[O:7][N:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:4]=1.C([OH:15])CC>>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:4]=[C:3]([OH:15])[O:7][N:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 139139963-(Trifluoromethyl)-1,2-oxazol-5-amine

Product 1

HCID 178516163HCID 178516163, compoundYield 0.7%

Procedure

A solution of 36% HCl (9.12 g, 15 eq.) and n-propanol (9.0 ml) was added to 5-amino-3-trifluoromethylisoxazole (0.91 g, 6.0 mmole) from Preparation 1 and heated at reflux for 23 hours. The reaction mixture was cooled, extracted with methylene chloride and distilled under reduced pressure to give 0.006 g (0.7%) of the titled compound as a colorless liquid, b.p. 35°-37° C./1.4 mmHg. This product was thought to be the keto form or a mixture of the keto and enol form by NMR and IR.

Workup

  1. temperatureheated
  2. temperatureat reflux for 23 hours
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with methylene chloride
  5. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-c4ea8e61c1c04452848efaa4730b7280
Source dataset
uspto-grants-1992_01
Patent number
US05082947

Reaction notes

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