Hydroxyamine hydrochloride → HCID 24754766, compound
Reaction equation
Cl.[NH2:2][OH:3].[CH3:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=3)[N:14]=[C:13]([C:26]([F:29])([F:28])[F:27])[CH:12]=2)=[CH:7][CH:6]=1>O.O1CCOCC1>[OH:3][NH:2][S:22]([C:19]1[CH:20]=[CH:21][C:16]([N:15]2[C:11]([C:8]3[CH:9]=[CH:10][C:5]([CH3:4])=[CH:6][CH:7]=3)=[CH:12][C:13]([C:26]([F:29])([F:28])[F:27])=[N:14]2)=[CH:17][CH:18]=1)(=[O:23])=[O:24]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred suspension of hydroxylamine hydrochloride (2.74 g, 40 mmol) in dioxane (25 ml) sodium acetate (3.25 g, 40 mmol) in water (15 ml) was added dropwise at room temperature, followed by dropwise addition of 4-(5-p-methylphenyl-3-trifluoromethyl-pyrazol-1-yl)-benzenesulfonyl chloride (4.11 g, 10 mmol) in dioxane (40 ml). The obtained reaction mixture was poured into water (100 ml), extracted with ethyl acetate (2×50 ml), the organic layers were washed with water (3×50 ml) and brine (1×50 ml), dried over MgSO4, filtered and concentrated in vacuo. The obtained oil was crystallized from 75% aqueous ethanol (75 ml) to yield 2.94 g (75%) of the title compound as white crystals. Mp: 203° C.
Workup
- additionwas added dropwise at room temperature
- customThe obtained reaction mixture
- extractionextracted with ethyl acetate (2×50 ml)
- washthe organic layers were washed with water (3×50 ml) and brine (1×50 ml)
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe obtained oil was crystallized from 75% aqueous ethanol (75 ml)
Sources & evidence
- ORD record
- ord-30c47d4cd2d04af6bcf4ca56e95fb93c
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07723370B2
Reaction notes
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