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

HRID 1094007Notes

Reaction equation

HRID 1094007 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-daa39d863c5747bb934235c6f7b0ac05
Source dataset
uspto-grants-2012_03
Patent number
US08133889B2

Reaction notes

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