3-Nitrobenzaldehyde → HCID 68127008, compound

HRID 268022Notes

Reaction equation

HRID 268022 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH2:12]([O:14][C:15](=[O:24])[CH2:16][C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=O)[CH3:13].[CH2:25]([O:27][C:28](=[O:34])[CH:29]=[C:30]([CH2:32][CH3:33])[NH2:31])[CH3:26]>C(O)C>[CH2:25]([O:27][C:28]([C:29]1[CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:16]([C:15]([O:14][CH2:12][CH3:13])=[O:24])=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[NH:31][C:30]=1[CH2:32][CH3:33])=[O:34])[CH3:26]

Participants

5

Reactant 3

HCID 74493-NitrobenzaldehydeHCID 66951Diethyl oxalacetateHCID 71322013HCID 71322013, compound

Product 1

HCID 68127008HCID 68127008, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.5 g of 3-nitrobenzaldehyde 9.5 g of oxalacetic acid diethyl ester and 7.2 g of β-ethyl-β-aminoacrylic acid ethyl ester in 40 ccs of ethanol are heated to the boil for several hours, and after cooling, filtration and washing (ether/petroleum ether) yellow crystals of melting point 153°C are obtained in 68% yield.

Workup

  1. temperatureafter cooling
  2. filtrationfiltration
  3. washwashing (ether/petroleum ether) yellow crystals of melting point 153°C
  4. customare obtained in 68% yield

Sources & evidence

ORD record
ord-b5e12519396a4b08ba8c74a8cfa6cc0e
Source dataset
uspto-grants-1976_03
Patent number
US03946028

Reaction notes

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