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2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → N1-(2-Ethoxycarbonyl-2-cyanovinyl)-N1-methyl-N2-(2,4-dimethylphenyl)-formamidine

HRID 1277436
Notes
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Reaction equation

HRID 1277436 reaction equation
[CH3:1][NH:2][CH:3]=[N:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[CH3:12].[CH2:13]([O:15][C:16](=[O:24])[C:17](=[CH:20]OCC)[C:18]#[N:19])[CH3:14]>CCOCC>[CH2:13]([O:15][C:16]([C:17]([C:18]#[N:19])=[CH:20][N:2]([CH3:1])[CH:3]=[N:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[CH3:12])=[O:24])[CH3:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 178484910HCID 178484910, compound

Product 1

HCID 54103215N1-(2-Ethoxycarbonyl-2-cyanovinyl)-N1-methyl-N2-(2,4-dimethylphenyl)-formamidine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

48.6 g of N1 -methyl-N2 -(2,4-dimethylphenyl)-formamidine are dissolved in 100 cc of ether and a solution of 51 g of ethoxymethylene-cyanoacetic acid ethyl ester in 100 cc of ether is added at about 20° C. while stirring. The precipitated product is filtered off with suction after 5 hours. It is very pure. If desired it can be recrystallized from chloroform/petroleum ether (40°-80° C.). Yield 68 g, b.p. 140°-142° C. ##STR5##

Workup

  1. filtrationThe precipitated product is filtered off with suction after 5 hours
  2. customcan be recrystallized from chloroform/petroleum ether (40°-80° C.)

Sources & evidence

ORD record
ord-e10db001aa56482998e8b0c592528464
Source dataset
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04277493

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes