Hydroxyamine hydrochloride → HCID 53690474, compound

HRID 2393017Notes

Reaction equation

HRID 2393017 reaction equation
[CH:1]1([C:4](=[O:27])[C:5](=[CH:23][N:24](C)C)[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2[S:18][CH:19]([CH3:22])[CH2:20][CH3:21])=[O:7])[CH2:3][CH2:2]1.Cl.NO>C(O)C>[CH:1]1([C:4]2[O:27][N:24]=[CH:23][C:5]=2[C:6](=[O:7])[C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2[S:18][CH:19]([CH3:22])[CH2:20][CH3:21])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 54541976HCID 54541976, compound

Product 1

HCID 53690474HCID 53690474, compoundYield 34.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-cyclopropyl-2-(N,N-dimethylaminomethylene)-1-[2-(1-methylpropylsulphenyl)-4-trifluoromethylphenyl]propan-1,3-dione (11.9 g) and hydroxylamine hydrochloride (2.3 g) in ethanol was stirred at room temperature overnight. The mixture was cooled (ice bath) and a solid filtered off, washed with a small amount of cold ethanol, then water, and dried to give 5-cyclopropyl-4-[2-(1-methylpropylsulphenyl)-4-trifluoromethylbenzoyl]isoxazole (3.8 g) as a white solid, m.p. 75.6°-76.4° C.

Workup

  1. temperatureThe mixture was cooled (ice bath)
  2. filtrationa solid filtered off
  3. washwashed with a small amount of cold ethanol
  4. dry with materialwater, and dried

Sources & evidence

ORD record
ord-c3045c1ebc9b4412adb50326bcfc3481
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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