Triethylamine → HCID 178498980, Verbindung

HRID 621422Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 621422
[NH2:1][C:2]([CH3:14])=[CH:3][C:4]([O:6][CH2:7][CH2:8][C:9]1[S:10][CH:11]=[CH:12][CH:13]=1)=[O:5].[N+:15]([C:18]1[CH:19]=[C:20]([CH:31]=[CH:32][CH:33]=1)[CH:21]=[C:22]([C:27](OC)=[O:28])[C:23]([O:25][CH3:26])=[O:24])([O-:17])=[O:16].C(N(CC)CC)C>CC(O)C>[OH:28][C:27]1[NH:1][C:2]([CH3:14])=[C:3]([C:4]([O:6][CH2:7][CH2:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[O:5])[CH:21]([C:20]2[CH:31]=[CH:32][CH:33]=[C:18]([N+:15]([O-:17])=[O:16])[CH:19]=2)[C:22]=1[C:23]([O:25][CH3:26])=[O:24]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 277557Dimethyl [(3-nitrophenyl)methylidene]propanedioateHCID 70042180HCID 70042180, Verbindung

Produkt 1

HCID 178498980HCID 178498980, VerbindungAusbeute 26,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(2-thienyl)ethyl 3-amino-2-butenoate (1.8 g) and dimethyl 3-nitrobenzylidenemalonate (2.25 g) was dissolved in anhydrous 2-propanol (80 ml) and, after addition of triethylamine (27 ml), the mixture was refluxed for 21 hours. After the solvent was distilled off under reduced pressure, the residue was purified by thin-layer silica gel chromatography (developing solvent: chloroform/methanol=19/1; elution solvent: chloroform/acetone=2/1) so as to obtain 1.0 g (26%) of the desired compound.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 21 hours
  2. distillationAfter the solvent was distilled off under reduced pressure
  3. customthe residue was purified by thin-layer silica gel chromatography (developing solvent: chloroform/methanol=19/1; elution solvent: chloroform/acetone=2/1) so as

Quellen und Nachweise

ORD-Eintrag
ord-4787a4725a8343178e31938c9a9a0c99
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04824837

Notizen zur Reaktion

Wird geladen…