Hydrochloric Acid → 3-(Trifluoromethyl)-1,2-oxazol-5-amine

HRID 2291694Notes

Reaction equation

HRID 2291694 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](=O)[CH2:4][C:5]#[N:6].Cl.[NH2:11][OH:12].C(O)C.Cl>O>[F:1][C:2]([F:9])([F:8])[C:3]1[CH:4]=[C:5]([NH2:6])[O:12][N:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 138435404,4,4-Trifluoro-3-oxobutanenitrile

Product 1

HCID 139139963-(Trifluoromethyl)-1,2-oxazol-5-amineYield 13.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Trifluoroacetoacetonitrile (1.37 g, 0.010 mole), hydroxylamine hydrochloride (0.69 g, 0.010 mole), ethanol and water were heated under reflux for 3 hours. After the addition of hydrochloric acid (1.21 g, 0.012 mole), the mixture was further heated under reflux to give the title compound (0.21 g, 13.7%).

Workup

  1. temperatureunder reflux for 3 hours
  2. temperaturethe mixture was further heated
  3. temperatureunder reflux

Sources & evidence

ORD record
ord-174030b76d364d9e86edef6a6abb14ae
Source dataset
uspto-grants-1989_01
Patent number
US04797492

Reaction notes

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