Hydroxyamine hydrochloride → HCID 86742147, compound

HRID 1252117Notes

Reaction equation

HRID 1252117 reaction equation
[Cl:1][C:2]1[C:3]([Cl:17])=[CH:4][C:5]2[C:6](=[O:16])[CH:7]3[CH2:14][CH2:13][C:12](=O)[N:8]3[CH2:9][C:10]=2[CH:11]=1.Cl.[NH2:19][OH:20].O.O.O.C([O-])(=O)C.[Na+]>C(O)C.O>[Cl:1][C:2]1[C:3]([Cl:17])=[CH:4][C:5]2[C:6](=[O:16])[CH:7]3[CH2:14][CH2:13][C:12](=[N:19][OH:20])[N:8]3[CH2:9][C:10]=2[CH:11]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 14003994HCID 14003994, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 86742147HCID 86742147, compoundYield 78.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A stirred suspension of 6.37 g of 7,8-dichloro-1,10a-dihydropyrrolo[1,2-b]isoquinoline-3,10[2H,5H]-dione in 95% ethanol (40 ml) was treated with a premixed solution of 3.28 g of hydroxylamine hydrochloride in water (25 ml) and 6.42 g of sodium acetate trihydrate in water (25 ml). The solution was heated at reflux for 2.5 hours. The solution was then cooled with an ice-water bath as a precipitate began to separate from the reaction mixture. The solid was collected by vacuum filtration and recrystallized from 95% ethanol (250 ml) to afford 5.29 g of crystals, m.p. 245°-246° C.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 2.5 hours
  3. temperatureThe solution was then cooled with an ice-water bath as a precipitate
  4. customto separate from the reaction mixture
  5. filtrationThe solid was collected by vacuum filtration
  6. customrecrystallized from 95% ethanol (250 ml)

Sources & evidence

ORD record
ord-5c050a96109b4ee78309c18ed30cfcbb
Source dataset
uspto-grants-1988_05
Patent number
US04742061

Reaction notes

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