Water → 5-Benzylamino-3-bromo-1-(2'-hydroxyethyl)-4-nitropyrazole

HRID 1376885

Reaction equation

HRID 1376885 reaction equation
[Br:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[C:5](Br)[N:4]([CH2:11][CH2:12][OH:13])[N:3]=1.O.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([NH:22][C:5]1[N:4]([CH2:11][CH2:12][OH:13])[N:3]=[C:2]([Br:1])[C:6]=1[N+:7]([O-:9])=[O:8])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 962WaterHCID 7504BenzylamineHCID 130072363,5-Dibromo-1-(2'-hydroxyethyl)-4-nitropyrazole

Product 1

HCID 184268815-Benzylamino-3-bromo-1-(2'-hydroxyethyl)-4-nitropyrazoleYield 59%

Procedure

6.3 g (20 mmoles) 3,5-dibromo-1-(2'-hydroxyethyl)-4-nitropyrazole are heated in 20 ml benzylamine for 2 hours at 60° C. After cooling, the reaction mixture is poured on 50 ml of water, the separated product is filtered and recrystallized once from toluene/ligroine (1:1). 4 g (59 percent of theory) of 5-benzylamino-3-bromo-1-(2'-hydroxyethyl)-4-nitropyrazole are obtained in the form of yellow crystals with a melting point of 133° to 135° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe separated product is filtered
  3. customrecrystallized once from toluene/ligroine (1:1)

Sources & evidence

ORD record
ord-20bcebe5af98473aacffda94c882953a
Source dataset
uspto-grants-1997_09
Patent number
US05663366

Linked notes

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