Hydroxyamine hydrochloride → HCID 178511382, compound

HRID 652932Notes

Reaction equation

HRID 652932 reaction equation
[O-]CC.[Na+].[Na].Cl[C:7]1[C:15]2[O:14][N:13]=[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])[C:11]=2[CH:10]=[CH:9][C:8]=1[O:23][CH2:24][C:25]#[N:26].[ClH:27].[NH2:28][OH:29]>C(O)C.O>[OH:29][NH:28][C:25](=[NH:26])[CH2:24][O:23][C:8]1[CH:9]=[CH:10][C:11]2[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[F:22])=[N:13][O:14][C:15]=2[C:7]=1[Cl:27]

Participants

7

Reactant 4

HCID 443297Hydroxyamine hydrochlorideHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 14012513HCID 14012513, compound

Product 1

HCID 178511382HCID 178511382, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of sodium ethoxide, prepared from 0.50 g of sodium and 15 ml of absolute ethanol is added to a stirred suspension of 6.0 g of {[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetonitrile and 1.4 g of hydroxylamine hydrochloride in 60 ml of absolute ethanol. The reaction mixture is refluxed for 30 min, poured into water and the precipitate is collected and dried. The precipitate is dissolved in warm methanol and treated with ethereal hydrogen chloride to give N-hydroxy-{[7-chloro-3-(2-fluorophenyl)-1,2-benzisoxazol-6-yl]oxy}acetimidamide, mp 218° C. (dec.).

Workup

  1. temperatureThe reaction mixture is refluxed for 30 min
  2. customthe precipitate is collected
  3. customdried
  4. dissolutionThe precipitate is dissolved in warm methanol
  5. additiontreated with ethereal hydrogen chloride

Sources & evidence

ORD record
ord-97c6f23e3d764c43809d5a6a511e8b84
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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