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

HRID 44287

Reaction equation

HRID 44287 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 hydrazine-carboxylate (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-912b3ef24dad40888753f41f5d19cd2f
Source dataset
uspto-grants-2013_09
Patent number
US08541412B2

Linked notes

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