Hydrazine → HCID 86724099, compound

HRID 1748756Notes

Reaction equation

HRID 1748756 reaction equation
[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][C:4]([C:10]([O-:12])=O)=[N:3]1.[NH2:13][NH2:14]>CO>[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][C:4]([C:10]([NH:13][NH2:14])=[O:12])=[N:3]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 42576896HCID 42576896, compound

Product 1

HCID 86724099HCID 86724099, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 1-methyl-5-nitro-1H-pyrazole-3-carboxylate (3.81 g, 20.6 mmol, Princeton) in MeOH (20 mL) at was added hydrazine (2.0 mL, 35% in water, 41.2 mmol) The reaction mixture was heated to about 60° C. for about 2 h. The reaction was cooled to ambient temperature and concentrated under reduced to afford 1-methyl-5-nitro-1H-pyrazole-3-carbohydrazide (3.81 g, 20.6 mmol, 100%, which was used without further purification). LC-MS (Table 1, Method g) Rt=0.90 min, m/z 186 (M+H)+.

Workup

  1. temperatureThe reaction was cooled to ambient temperature
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-757eb48fe1d344168f6ed7e792ce2e90
Source dataset
uspto-grants-2015_10
Patent number
US09150592B2

Reaction notes

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