Hydroxylamine → HCID 21548197, compound

HRID 1604946Notes

Reaction equation

HRID 1604946 reaction equation
[NH2:1][OH:2].Cl[C:4]1[N:9]=[CH:8][N:7]=[C:6]2[N:10]([CH3:21])[N:11]=[C:12]([C:13]3[O:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)[C:5]=12>CO.C(O)C>[OH:2][NH:1][C:4]1[N:9]=[CH:8][N:7]=[C:6]2[N:10]([CH3:21])[N:11]=[C:12]([C:13]3[O:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)[C:5]=12

Participants

5

Reactant 2

HCID 787HydroxylamineHCID 21416630HCID 21416630, compound

Product 1

HCID 21548197HCID 21548197, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A solution containing 0.7 grams of anhydrous hydroxylamine in 50 milliliters of methanol was added to a solution containing 1.4 grams of 4-chloro-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine dissolved in 600 milliliters of ethanol, at a temperature of 30°C. and the mixture was allowed to stand for 30 minutes at room temperature. The mixture was gently heated at reflux for a further 15 minutes and cooled. The crystalline product was washed with ether and dried. Recrystallisation from dimethylformamide gave 4-hydroxyamino-1-methyl-3-(5-nitro-2-furyl)-1H-pyrazolo[3,4-d]pyrimidine, having melting point 294°C.

Workup

  1. additionwas added to a solution
  2. temperatureThe mixture was gently heated
  3. temperatureat reflux for a further 15 minutes
  4. temperaturecooled
  5. washThe crystalline product was washed with ether
  6. customdried
  7. customRecrystallisation from dimethylformamide

Sources & evidence

ORD record
ord-488b04dba14f4ae18a160e427b84a530
Source dataset
uspto-grants-1976_04
Patent number
US03948913

Reaction notes

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