3-Chlorobenzaldehyde → HCID 68127107, compound

HRID 268005Notes

Reaction equation

HRID 268005 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH2:10]([O:12][C:13](=[O:22])[CH2:14][C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=O)[CH3:11].[CH2:23]([O:25][C:26](=[O:31])/[CH:27]=[C:28](\[NH2:30])/[CH3:29])[CH3:24]>C(O)C>[CH2:23]([O:25][C:26]([C:27]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([Cl:1])[CH:3]=2)[C:14]([C:13]([O:12][CH2:10][CH3:11])=[O:22])=[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[NH:30][C:28]=1[CH3:29])=[O:31])[CH3:24]

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 66951Diethyl oxalacetateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-

Product 1

HCID 68127107HCID 68127107, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14 g of 3-chlorobenzaldehyde, 19 g of oxalacetic acid diethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 60 ccs of ethanol are heated to the boil for several hours and subsequently evaporated in vacuo. Oil (orange). a. In the same way, 2-methyl-4-(2'-chlorophenyl)-1,4-dihydropyridine-3,5,6-tricarboxylic acid triethyl ester is prepared from 14 g of 2-chlorobenzaldehyde, 19 g of oxalacetic acid diethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 60 ccs of ethanol.

Workup

  1. customsubsequently evaporated in vacuo
  2. customIn the same way, 2-methyl-4-(2'-chlorophenyl)-1,4-dihydropyridine-3,5,6-tricarboxylic acid triethyl ester is prepared from 14 g of 2-chlorobenzaldehyde, 19 g of oxalacetic acid diethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 60 ccs of ethanol

Sources & evidence

ORD record
ord-7826023c4b7f455796fb86c692c2dbcc
Source dataset
uspto-grants-1976_03
Patent number
US03946027

Reaction notes

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