Water → N-benzyl-3-bromo-1-methyl-4-nitro-1H-pyrazol-5-amine

HRID 1376881Notes

Reaction equation

HRID 1376881 reaction equation
[Br:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[C:5](Br)[N:4]([CH3:11])[N:3]=1.[CH2:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O>C(O)C>[CH2:12]([NH:19][C:5]1[N:4]([CH3:11])[N:3]=[C:2]([Br:1])[C:6]=1[N+:7]([O-:9])=[O:8])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7504BenzylamineHCID 229186383,5-Dibromo-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 22918628N-benzyl-3-bromo-1-methyl-4-nitro-1H-pyrazol-5-amineYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g (7.02 mmoles) of 3,5-dibromo-1-methyl-4-nitropyrazole are heated in a solution of 11 g (0.1 mole) of benzylamine in 50 ml ethanol for 10 hours at boiling temperature. After cooling, the reaction mixture is poured on 100 ml water, the separated product is filtered and washed with water (20 ml). After vacuum drying, 1.76 g (81 percent of theory) of 5-benzylamino-3-bromo-1-methyl-4-nitropyrazole are obtained in the form of yellow needles with a melting point of 133° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe separated product is filtered
  3. washwashed with water (20 ml)
  4. customAfter vacuum drying

Sources & evidence

ORD record
ord-a8dce0c8917b4cbc91406509daf86791
Source dataset
uspto-grants-1997_09
Patent number
US05663366

Reaction notes

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