Ethyl pyruvate → ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate

HRID 1403958Notes

Reaction equation

HRID 1403958 reaction equation
Cl.[N+:2]([C:5]1[CH:6]=[C:7]([NH:11][NH2:12])[CH:8]=[CH:9][CH:10]=1)([O-:4])=[O:3].[CH2:13]([O:15][C:16](=[O:20])[C:17](=O)[CH3:18])[CH3:14]>C(O)C>[N+:2]([C:5]1[CH:6]=[C:7]([NH:11]/[N:12]=[C:17](\[CH3:18])/[C:16]([O:15][CH2:13][CH3:14])=[O:20])[CH:8]=[CH:9][CH:10]=1)([O-:4])=[O:3]

Participants

4

Reactant 2

HCID 12041Ethyl pyruvateHCID 54642853-Nitrophenylhydrazinium(1+) chloride

Product 1

HCID 5357576ethyl (2E)-2-[(3-nitrophenyl)hydrazinylidene]propanoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(3-Nitrophenyl)hydrazine hydrochloride (30 g, 0.16 mol) and 2-oxo-propionic acid ethyl ester (22 g, 0.19 mol) were dissolved in ethanol (300 mL). The mixture was stirred at room temperature for 4 h before the solvent was evaporated under reduced pressure to give (E)-ethyl 2-(2-(3-nitrophenyl)hydrazono)propanoate, which was used directly in the next step.

Workup

  1. customwas evaporated under reduced pressure

Sources & evidence

ORD record
ord-2c55572292f14ed7bed2dbd2d85d4fb9
Source dataset
uspto-grants-2014_12
Patent number
US08912199B2

Reaction notes

Loading…