Hydroxyamine hydrochloride → 4-(4-(Trifluoromethyl)phenyl)-5-aminoisoxazole

HRID 2059232Notes

Reaction equation

HRID 2059232 reaction equation
C[N:2](C)[CH:3]=[C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1)[C:5]#[N:6].N[OH:19].Cl>C(O)C>[F:14][C:13]([F:16])([F:15])[C:10]1[CH:11]=[CH:12][C:7]([C:4]2[CH:5]=[N:6][O:19][C:3]=2[NH2:2])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 544907463-Dimethylamino-2-(4-(trifluoromethyl)phenyl)-acrylonitrile

Product 1

HCID 205467404-(4-(Trifluoromethyl)phenyl)-5-aminoisoxazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Dimethylamino-2-(4-(trifluoromethyl)phenyl)-acrylonitrile (2.5 g), and NH2OH.HCl (1.5 g) were refluxed in ethanol for 2 hours. After evaporation of the solvent, water was added and the final product was filtered, recrystallized from methylene chloride, and identified by NMR analysis.

Workup

  1. customAfter evaporation of the solvent, water
  2. additionwas added
  3. filtrationthe final product was filtered
  4. customrecrystallized from methylene chloride

Sources & evidence

ORD record
ord-5c70dee26f8c4e3eb0a905a653405203
Source dataset
uspto-grants-1982_03
Patent number
US04322429

Reaction notes

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