Hydroxyamine hydrochloride → HCID 756512, compound

HRID 2259301Notes

Reaction equation

HRID 2259301 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[C:4]2[CH2:11][CH2:12][C:13](=O)[C:3]1=2.Cl.[NH2:16][OH:17].C([O-])(=O)C.[Na+]>CCO.O>[OH:17][N:16]=[C:13]1[C:3]2[N:2]([CH3:1])[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[C:4]=2[CH2:11][CH2:12]1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochloride2×HCID 517045Sodium Acetate2×HCID 118162821,4-Dihydro-4-methylcyclopent[b]indol-3(2H)-one

Product 1

HCID 756512HCID 756512, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent4×

Procedure

To a stirred solution of 1,4-dihydro-4-methylcyclopent[b]indol-3(2H)-one (3.0 g) in 30 ml of 95% EtOH was added hydroxylamine hydrochloride (2.25 g) in 9 ml water followed by sodium acetate (4.4 g) in 9 ml water. The mixture was heated at reflux for 4 hours and thereafter an additional 1.1 gram of hydroxylamine hydrochloride in 5 ml water and 2.2 grams of sodium acetate in 5 ml water were added.. After an additional 2 hours of reflux, the mixture was allowed to stand at room temperature overnight. The material which precipitated was collected and recrystallized from 95% EtOH to give 1.9 grams of analytically pure material.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 4 hours
  3. temperatureAfter an additional 2 hours of reflux
  4. customThe material which precipitated
  5. customwas collected
  6. customrecrystallized from 95% EtOH
  7. customto give 1.9 grams of analytically pure material

Sources & evidence

ORD record
ord-41e9313d936040259e4bb29c4432d189
Source dataset
uspto-grants-1995_12
Patent number
US05472975

Reaction notes

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