Hydrazine → 1-benzyl-3-methyl-1H-pyrazol-5-amine

HRID 1054305Notes

Reaction equation

HRID 1054305 reaction equation
Cl.Cl.[CH2:3]([NH:10][NH2:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.NN>>[CH2:3]([N:10]1[C:3]([NH2:10])=[CH:4][C:5]([CH3:6])=[N:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 9321HydrazineHCID 146540Benzylhydrazine dihydrochloride

Product 1

HCID 7691461-benzyl-3-methyl-1H-pyrazol-5-amineYield 98%

Procedure

Synthesized using the procedure for 22 except benzyl hydrazine dihydrochloride was used as the hydrazine. After the reaction mixture was stopped and cooled to room temperature, solid precipitated which was filtered off and dried in vacuum oven to provide the title compound (3.6 g, 98%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 7.40-7.34 (m, 2H), 7.34-7.27 (m, 3H), 5.57 (s, 1H), 5.35 (s, 2H), 2.18 (s, 3H). 13C NMR (100 MHz, CDCl3) δ 151.48, 146.65, 135.16, 129.19, 128.61, 128.00, 91.19, 49.13, 11.44.

Workup

  1. customSynthesized
  2. customsolid precipitated which
  3. filtrationwas filtered off
  4. customdried in vacuum oven

Sources & evidence

ORD record
ord-e1d04af5099b44ab96c30fe5ff8e0d9e
Source dataset
uspto-grants-2016_07
Patent number
US09394303B2

Reaction notes

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