Water → HCID 22918631, compound

HRID 1376882Notes

Reaction equation

HRID 1376882 reaction equation
[Br:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[C:5](Br)[N:4]([CH2:11][CH3:12])[N:3]=1.O.[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:14]([NH:21][C:5]1[N:4]([CH2:11][CH3:12])[N:3]=[C:2]([Br:1])[C:6]=1[N+:7]([O-:9])=[O:8])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 962WaterHCID 7504BenzylamineHCID 13007217HCID 13007217, compound

Product 1

HCID 22918631HCID 22918631, compoundYield 76%

Procedure

6.3 g (21 mmoles) of 3,5-dibromo-1-ethyl-4-nitropyrazole are heated in 10 ml benzylamine for 1 hour at 80° C. The reaction mixture is then poured on 50 ml water and the separated oil is collected. The product is crystallized from the oil by adding 20 to 30 ml acetic acid ethyl ester. After recrystallizing from methanol once, 5.2 g (76 percent of theory) of 5-benzylamino-3-bromo-1-ethyl-4-nitropyrazole are obtained n the form of bright yellow needles with a melting point of 92° C.

Workup

  1. customthe separated oil is collected
  2. customThe product is crystallized from the oil
  3. additionby adding 20 to 30 ml acetic acid ethyl ester
  4. customAfter recrystallizing from methanol once

Sources & evidence

ORD record
ord-e04c6936fa964c39bc4849891c65c8c9
Source dataset
uspto-grants-1997_09
Patent number
US05663366

Reaction notes

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