Water → 3-Bromo-5-tert-butylamino-1-methyl-4-nitropyrazole

HRID 1376880Notes

Reaction equation

HRID 1376880 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.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13].O>C(O)C>[Br:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[C:5]([NH:16][C:12]([CH3:15])([CH3:14])[CH3:13])[N:4]([CH3:11])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6385Tert-ButylamineHCID 229186383,5-Dibromo-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 229186363-Bromo-5-tert-butylamino-1-methyl-4-nitropyrazoleYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.5 g (5.26 mmoles) of 3,5-dibromo-1-methyl-4-nitropyrazole are heated in a solution of 20 ml tert-butylamine in 30 ml ethanol for 20 hours at boiling temperature. After cooling, the reaction mixture is poured on 150 ml water, the separated product is filtered and washed with 100 ml water. After vacuum drying, 1.14 g (78 percent of theory) of 3-bromo-5-tert-butylamino-1-methyl-4-nitropyrazole are obtained in the form of pale yellow flakes with a melting point of 75° to 77° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe separated product is filtered
  3. washwashed with 100 ml water
  4. customAfter vacuum drying

Sources & evidence

ORD record
ord-43088b64693c4cccbbd6a2c1eb4dfd17
Source dataset
uspto-grants-1997_09
Patent number
US05663366

Reaction notes

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