Hydrazine hydrate (1:1) → 2-(4-tert-Butylphenyl)cyclopropanecarbohydrazide

HRID 446761

Reaction equation

HRID 446761 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:13][CH:12]2[C:14]([O:16]CC)=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].O.[NH2:20][NH2:21]>C(O)C>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:13][CH:12]2[C:14]([NH:20][NH2:21])=[O:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 615698Ethyl 2-(4-tert-butylphenyl)cyclopropanecarboxylate

Product 1

HCID 5891992-(4-tert-Butylphenyl)cyclopropanecarbohydrazideYield 83.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

To a room temperature solution of ethyl 2-(4-tert-butylphenyl)cyclopropanecarboxylate (1.0 g, 0.004 mol) in ethanol (10 mL) was added hydrazine hydrate (2 g, 0.04 mol) and the reaction mixture was then heated at 95° C. for 16 h. The mixture was then concentrated in vacuo and the solid that was obtained was washed with hexanes to afford 2-(4-tert-butylphenyl)cyclopropanecarbohydrazide (0.78 g, 82%) as a white solid.

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customthe solid that was obtained
  3. washwas washed with hexanes

Sources & evidence

ORD record
ord-de802107270042aebfa313f970f8c7dc
Source dataset
uspto-grants-2013_07
Patent number
US08481532B2

Linked notes

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