Water → 3-Bromo-1-methyl-5-methylamino-4-nitropyrazole

HRID 1376878Notes

Reaction equation

HRID 1376878 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.[CH3:12][NH2:13].O>C(O)C>[Br:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[C:5]([NH:13][CH3:12])[N:4]([CH3:11])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 229186383,5-Dibromo-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 229186403-Bromo-1-methyl-5-methylamino-4-nitropyrazoleYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g (7.02 mmoles) of 3,5-dibromo-1-methyl-4-nitropyrazole are heated in 50 ml of a 40-percent solution of methylamine in ethanol for 4 hours at boiling temperature. After cooling, 100 ml water are added to the reaction mixture, the separated product is filtered out and washed with a small amount of water (20 ml). After vacuum drying, 1.45 g (88 percent of theory) of 3-bromo-1-methyl-5-methylamino-4-nitropyrazole are obtained in the form of yellow crystals with a melting point of 185° C.

Workup

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

Sources & evidence

ORD record
ord-62fcf2aa32fe4b1d98d026f06dd4b639
Source dataset
uspto-grants-1997_09
Patent number
US05663366

Reaction notes

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