Hydroxyamine hydrochloride → HCID 13732602, compound

HRID 542560Notes

Reaction equation

HRID 542560 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[C:5]([C:7]1[C:8]([OH:18])=[C:9]2[CH:15]=[N:14][N:13]([CH2:16][CH3:17])[C:10]2=[N:11][CH:12]=1)=O.Cl.[NH2:23]O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[C:7]3[C:8](=[C:9]4[CH:15]=[N:14][N:13]([CH2:16][CH3:17])[C:10]4=[N:11][CH:12]=3)[O:18][N:23]=2)[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 178463024HCID 178463024, compound

Product 1

HCID 13732602HCID 13732602, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-(3-Chlorobenzoyl)-1-ethyl-4-hydroxy-1H-pyrazolo[3,4-b]pyridine (4.25 g) was refluxed overnight in 100 ml of pyridine containing 4.5 g of hydroxylamine hydrochloride. The reaction mixture was then evaporated and the residue triturated with 5% hydrochloric acid. The resulting product was then filtered off and washed with methanol. Recrystallization from ethyl acetate gave analytically pure product (1.91 g), mp 178°-179° C.

Workup

  1. customThe reaction mixture was then evaporated
  2. customthe residue triturated with 5% hydrochloric acid
  3. filtrationThe resulting product was then filtered off
  4. washwashed with methanol
  5. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-b498e31a3fc54322925ba600b3cc290f
Source dataset
uspto-grants-1987_04
Patent number
US04658029

Reaction notes

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