Hydroxyamine hydrochloride → HCID 73663800, compound

HRID 652240Notes

Reaction equation

HRID 652240 reaction equation
[Cl:1][C:2]1[CH:3]=[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.[OH2:17].O.O.C([O-])(=O)C.[Na+].Cl.[NH2:26]O>C(O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:16])[CH:7]3[CH2:14][CH2:13][C:12](=[N:26][OH:17])[N:8]3[CH2:9][C:10]=2[CH:11]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 13662502HCID 13662502, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 73663800HCID 73663800, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A suspension of 9.00 g of 7-chloro-1,10a-dihydropyrrolo[1,2-b]isoquinoline-3,10[2H,5H]-dione in 95% ethanol (65 ml) was treated with a premixed solution prepared from 10.40 g of sodium acetate trihydrate in water (35 ml) and 5.31 g of hydroxylamine hydrochloride in water (35 ml). The suspension was heated to reflux and after 10 minutes a solution formed. After 1 hour of refluxing, a precipitate began to form and heating was continued for another 1.5 hours, after which time the mixture was allowed to cool to ambient temperature. The precipitate was isolated by vacuum filtration and dried under vacuum at 40° C. The solid was recrystallized form n-propanol (300 ml) to give 6.45 g of crystals, m.p. 249°-252° C.

Workup

  1. additionwas treated with a premixed solution
  2. temperatureThe suspension was heated
  3. temperatureto reflux and after 10 minutes a solution
  4. customformed
  5. temperatureAfter 1 hour of refluxing
  6. customto form
  7. temperatureheating
  8. customThe precipitate was isolated by vacuum filtration
  9. customdried under vacuum at 40° C
  10. customThe solid was recrystallized form n-propanol (300 ml)

Sources & evidence

ORD record
ord-071e9dc7261f4b84aca938fe7b7c2374
Source dataset
uspto-grants-1987_06
Patent number
US04670562

Reaction notes

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