Ethyl pyruvate → Ethyl 2-(3,5-dichlorophenylhydrazino)propionate

HRID 544920Notes

Reaction equation

HRID 544920 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:10][NH2:11])[CH:6]=[C:7]([Cl:9])[CH:8]=1.[C:12]([O:17][CH2:18][CH3:19])(=[O:16])[C:13]([CH3:15])=O>C(O)C>[Cl:2][C:3]1[CH:4]=[C:5]([NH:10][NH:11][CH:13]([CH3:15])[C:12]([O:17][CH2:18][CH3:19])=[O:16])[CH:6]=[C:7]([Cl:9])[CH:8]=1

Participants

4

Reactant 2

HCID 12041Ethyl pyruvateHCID 2723913(3,5-Dichlorophenyl)hydrazine monohydrochloride

Product 1

HCID 67198185Ethyl 2-(3,5-dichlorophenylhydrazino)propionate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3,5-dichlorophenylhydrazine hydrochloride (5.07 g) and ethyl pyruvate (3.96 ml) in ethyl alcohol (30 ml) was refluxed for 2 hours, and the solvent was evaporated under reduced pressure. The residual solid was triturated with hexane to give ethyl 2-(3,5-dichlorophenylhydrazino)propionate (5.60 g). APCI-Mass m/Z 275/277 (M+H).

Workup

  1. temperaturewas refluxed for 2 hours
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residual solid was triturated with hexane

Sources & evidence

ORD record
ord-b80da5a0e1b448d0b75a6e1f678666ca
Source dataset
uspto-grants-2011_05
Patent number
US07935674B2

Reaction notes

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