Hydrazine hydrate (1:1) → 1-(Quinolin-6-yl)cyclopropanecarbohydrazide

HRID 456114Notes

Reaction equation

HRID 456114 reaction equation
C[O:2][C:3]([C:5]1([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]=[CH:13][CH:12]=[CH:11]3)[CH2:7][CH2:6]1)=O.O.[NH2:19][NH2:20]>CO>[N:14]1[C:15]2[C:10](=[CH:9][C:8]([C:5]3([C:3]([NH:19][NH2:20])=[O:2])[CH2:7][CH2:6]3)=[CH:17][CH:16]=2)[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58190477Methyl 1-(quinolin-6-yl)cyclopropanecarboxylate

Product 1

HCID 669271581-(Quinolin-6-yl)cyclopropanecarbohydrazideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-quinolin-6-yl-cyclopropanecarboxylic acid methyl ester (513 mg, 2.26 mmol) and hydrazine monohydrate (3.39 g, 67.7 mmol) in methanol (5 mL) was heated under reflux overnight. After cooling, the solvent was removed in vacuo to afford 513 mg (100%) of the title compound and used without further purification. LCMS (method A): [MH]+=228, tR=2.88 min.

Workup

  1. temperatureunder reflux overnight
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-a43a402029b649049326699f8de4c99d
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

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