Ethanol → Ethyl chloro[2-(2,4,6-trichlorophenyl)hydrazinylidene]acetate

HRID 435579Notes

Reaction equation

HRID 435579 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][N:11]=[C:12]([Cl:16])[C:13](Cl)=[O:14].[CH2:17]([OH:19])[CH3:18]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][N:11]=[C:12]([Cl:16])[C:13]([O:19][CH2:17][CH3:18])=[O:14]

Participants

3

Reactant 2

HCID 702EthanolHCID 71365096Chloro[2-(2,4,6-trichlorophenyl)hydrazinylidene]acetyl chloride

Product 1

HCID 71365055Ethyl chloro[2-(2,4,6-trichlorophenyl)hydrazinylidene]acetate

Procedure

A solution consisting of 17.0 g. )0.05 mole) chloroglyoxyloyl chloride (2,4,6-trichlorophenyl)hydrazone and 200 ml. ethanol was heated at the reflux temperature for 30 min. This reaction solution was then concentrated to a volume of about 50 ml. and cooled. The solids that separated were recovered on a filter, and the solids on the filter were recrystallized two times from technical hexane to give ethyl chloroglyoxylate 2-(2,4,6-trichlorophenyl)-hydrazone having a melting range at 65° to 73° C.

Workup

  1. concentrationThis reaction solution was then concentrated to a volume of about 50 ml
  2. temperatureand cooled
  3. customThe solids that separated
  4. customwere recovered on a filter
  5. customthe solids on the filter were recrystallized two times from technical hexane

Sources & evidence

ORD record
ord-e0f228ef55084ac7b21af693e26bd1e5
Source dataset
uspto-grants-1977_02
Patent number
US04006132

Reaction notes

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