Hydroxyamine hydrochloride → HCID 178516822, compound

HRID 380652Notes

Reaction equation

HRID 380652 reaction equation
Cl.[NH2:2][OH:3].[N:4]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:18](=[O:25])[C:17](=O)[CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5]1>C(O)C.O>[N:4]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:18](=[O:25])[C:17](=[N:2][OH:3])[CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 18365538HCID 18365538, compound2×

Product 1

HCID 178516822HCID 178516822, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of hydroxylamine hydrochloride (0.08 mol) in anhydrous ethanol (50 cm3) was added dropwise to a stirred solution of 4-(4-pyrrolidinophenyl)-1,2-naphthoquinone (0.02 mol) in warm anhydrous ethanol (250 cm3). The mixture was refluxed until thin layer chromatography indicated that no 4-(4-pyrrolidinophenyl)-1,2-naphthoquinone remained. The mixture was cooled in ice, diluted with water and the brown precipitate was collected by vacuum filtration and washed with water and air dried. Yield=84%, m.p.=278-300° C. (decomp.).

Workup

  1. temperatureThe mixture was refluxed until thin layer chromatography
  2. temperatureThe mixture was cooled in ice
  3. filtrationthe brown precipitate was collected by vacuum filtration
  4. washwashed with water and air
  5. customdried

Sources & evidence

ORD record
ord-31d677f299394e37a3728936a2accaa2
Source dataset
uspto-grants-2001_10
Patent number
US06303673B1

Reaction notes

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