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Water → N'-(4-Chlorophenyl)acetohydrazide

HRID 133173
Notes
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Reaction equation

HRID 133173 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.C(N([CH2:16][CH3:17])CC)C.[OH2:18]>>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH:10][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)

Product 1

HCID 245209N'-(4-Chlorophenyl)acetohydrazide

Conditions

Temperature
0 °C

Procedure

12.5 g of 4-chlorophenylhydrazine hydrochloride are dissolved in 100 ml of water and then triethylamine is added until the salt has been neutralized. Extraction is carried out with AcOEt and then the extract is evaporated to dryness. The base is dissolved in 100 ml of ether, the solution is cooled to 0° C. and then 15 ml of acetic anhydride are added dropwise. The mixture is stirred at 0° C. for 15 minutes. The white precipitate formed is filtered off and is then washed with ether to produce 12.8 g of the expected compound in the form of a white powder.

Workup

  1. extractionExtraction
  2. customthe extract is evaporated to dryness
  3. dissolutionThe base is dissolved in 100 ml of ether
  4. addition15 ml of acetic anhydride are added dropwise
  5. customThe white precipitate formed
  6. filtrationis filtered off
  7. washis then washed with ether

Sources & evidence

ORD record
ord-af015b1c0bc04ba1a1e6946579e8b06f
Source dataset
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07390818B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes