Hydroxyamine hydrochloride → HCID 178526312, compound

HRID 990975Notes

Reaction equation

HRID 990975 reaction equation
[C:1]1([C:7]2[C:8]3[C:18](=O)[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:9]=3[NH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH2:21][OH:22].C([O-])(=O)C.[Na+]>O.CO>[C:1]1([C:7]2[C:8]3[C:18](=[N:21][OH:22])[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:9]=3[NH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochloride3×HCID 517045Sodium Acetate3×HCID 3571921SBB062313

Product 1

HCID 178526312HCID 178526312, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of 3-phenylindeno[1,2-c]pyrazol-4(1H)-one (1.28 g, prepared as described in JP60-130521), hydroxylamine hydrochloride (0.5 g), sodium acetate (0.8 g), water (10 ml) and methanol (100 ml) was boiled under reflux for 66 hours. More hydroxylamine hydrochloride (0.5 g), sodium acetate (0.8 g) and water (10 ml) were added and the mixture was boiled under reflux for a further 16 hours. Further hydroxylamine hydrochloride (0.5 g) and sodium acetate (0.8 g) were added and the mixture was boiled under reflux for a further 20 hours. The mixture was filtered and the filtrate was concentrated under reduced pressure until crystallization began. The mixture was cooled and filtered to give a solid which was washed with water and dried to give 3-phenylindeno[1,2-c]pyrazol-4(1H)-one oxime, m.p. 280° C. (with decomposition).

Workup

  1. temperatureunder reflux for 66 hours
  2. temperatureunder reflux for a further 16 hours
  3. temperatureunder reflux for a further 20 hours
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure until crystallization
  6. temperatureThe mixture was cooled
  7. filtrationfiltered
  8. customto give a solid which
  9. washwas washed with water
  10. customdried

Sources & evidence

ORD record
ord-17ee8d7a1bfb45efa0ac3ec2ef6d5cd2
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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