2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → ethyl 3-(N'-benzylidene-N-methylhydrazino)2-cyanoacrylate

HRID 1643259Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1643259
[CH:1](=[N:8][NH:9][CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O[CH:14]=[C:15]([C:21]#[N:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>C1(C)C=CC=CC=1>[CH:1](=[N:8][N:9]([CH:14]=[C:15]([C:21]#[N:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 302615Benzaldehyde Methylhydrazone

Produkt 1

HCID 3751881ethyl 3-(N'-benzylidene-N-methylhydrazino)2-cyanoacrylateAusbeute 90,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

258 g (1.92 mol) of N-benzylidene-N′-methylhydrazine and 325 g (1.92 mol) of ethyl ethoxy-methylenecyanoacetate were initially charged in 1000 ml of toluene and heated at the boil for 1 hour. After cooling, the mixture was filtered off with suction, which gave 447 g (89.5% of theory) of ethyl 3-(N′-benzylidene-N-methylhydrazino)-2-cyanoacrylate [logP (pH 2.3)=2.31]. The filtrate was allowed to stand for 16 hours and then again filtered off with suction, which gave another 7.7 g (1.5% of theory) of the desired product.

Aufarbeitung

  1. temperatureheated at the boil for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered off with suction, which

Quellen und Nachweise

ORD-Eintrag
ord-1fb7ea8ca5744d30a3019fd2c322613a
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119682B2

Notizen zur Reaktion

Wird geladen…