Hydrazine → 3-(propan-2-yl)-1H-pyrazol-5-amine

HRID 1514322Notes

Reaction equation

HRID 1514322 reaction equation
[CH3:1][CH:2]([CH3:8])[C:3](=O)[CH2:4][C:5]#[N:6].[NH2:9][NH2:10]>C(O)C>[CH:2]([C:3]1[NH:10][N:9]=[C:5]([NH2:6])[CH:4]=1)([CH3:8])[CH3:1]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 101299214-Methyl-3-oxopentanenitrile

Product 1

HCID 27695273-(propan-2-yl)-1H-pyrazol-5-amineYield 103.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-methyl-3-oxopentanenitrile (25 g, 225 mmol) and hydrazine (6.75 mL, 215 mmol) in ethanol (250 mL) was stirred at room temperature for 3 h, at which point LC/MS indicated exclusively product remained. The mixture was concentrated on a rotary evaporator followed by under high vacuum to give the desired product (27.8 g, 99%) as a yellow semisolid that was used without further purification.

Workup

  1. concentrationThe mixture was concentrated on a rotary evaporator

Sources & evidence

ORD record
ord-34ef7bb0b61e4b8b8217372e527721a2
Source dataset
uspto-grants-2012_07
Patent number
US08222256B2

Reaction notes

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