Ethylhydrazine → 2-Methyl-4,5,6,7-tetrahydro-2H-indazol-3-amine

HRID 1477762Notes

Reaction equation

HRID 1477762 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]#[N:9].[CH2:10]([NH:12][NH2:13])C>C(O)C>[CH3:10][N:12]1[C:8]([NH2:9])=[C:3]2[C:2]([CH2:7][CH2:6][CH2:5][CH2:4]2)=[N:13]1

Participants

4

Reactant 2

HCID 29062EthylhydrazineHCID 2202972-Oxocyclohexanecarbonitrile

Product 1

HCID 529036082-Methyl-4,5,6,7-tetrahydro-2H-indazol-3-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-oxocyclohexanecarbonitrile 120 (10 g, 81.2 mmol) and ethyl hydrazine 119 (3 equiv, 14.6 g) in 150 mL of absolute ethanol was refluxed for 20 hrs and was concentrated on rotavapor to dryness. The crude product was recrystallized from methanol to afford the desired product 124. (Reference for the preparation of compound 124: J. Am. Chem. Soc. 1959, 81, 2448-2452)

Workup

  1. concentrationwas concentrated on rotavapor to dryness
  2. customThe crude product was recrystallized from methanol

Sources & evidence

ORD record
ord-a7f6f4d24f8641d28f21b2d82ca6287f
Source dataset
uspto-grants-2016_08
Patent number
US09403815B2

Reaction notes

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