Ethanol → 1,3-Diethyl 2-[[(4-ethoxyphenyl)amino]methylene]propanedioate

HRID 1108672Notes

Reaction equation

HRID 1108672 reaction equation
[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([NH2:10])=[CH:8][CH:9]=1.C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C.C(O)C>CCCCCC>[CH2:19]([O:18][C:16](=[O:17])[C:15](=[CH:14][NH:10][C:7]1[CH:8]=[CH:9][C:4]([O:3][CH2:2][CH3:1])=[CH:5][CH:6]=1)[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH3:20]

Participants

5

Reactant 3

HCID 702EthanolHCID 6871Diethyl (ethoxymethylene)malonateHCID 90764-Ethoxyaniline

Product 1

HCID 22675511,3-Diethyl 2-[[(4-ethoxyphenyl)amino]methylene]propanedioate

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The preparation was the same as in example 1. But one equivalent of p-Phenetidine was used instead of p-Anisidine and one equivalent of diethyl ethoxymethylenemalonate was used instead of dimethyl methoxymethylenemalonate. Ethanol was replaced by hexane. 21 g of the title compound was obtained which is a white solid melting at 55-56° C., UV 329 nm (E=802).

Sources & evidence

ORD record
ord-e8949a6efc1142d5abd1cd6a66a744d0
Source dataset
uspto-grants-2000_05
Patent number
US06069170

Reaction notes

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