Hydrazinecarboxylic acid, ethyl ester → Ethyl N'-[1-(4-chloro-phenyl)-2-hydroxy-ethylidene]-hydrazinecarboxylate

HRID 241739

Reaction equation

HRID 241739 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][OH:10])=[CH:4][CH:3]=1.[NH:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[NH2:13]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:13][NH:12][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9][OH:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 5870851-(4-Chlorophenyl)-2-hydroxyethan-1-one

Product 1

HCID 86662431Ethyl N'-[1-(4-chloro-phenyl)-2-hydroxy-ethylidene]-hydrazinecarboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of the compound obtained in Step A (195 mmoles) and ethyl hydrazinecarboxylate (224 mmoles) in ethanol is stirred at reflux for 18 hours. The reaction mixture is cooled to 0° C. and the precipitate formed is filtered off, washed with ethyl ether and dried in vacuo to yield the title product, which is used directly in the next Step.

Workup

  1. temperatureat reflux for 18 hours
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. washwashed with ethyl ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-a57493d3573c451fbca1510dbd494793
Source dataset
uspto-grants-2014_02
Patent number
US08653073B2

Linked notes

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