4-Nitrobenzaldehyde → 5-(4-Nitrobenzylidene)-1,3-thiazolidine-2,4-dione

HRID 30642

Reaktionsgleichung

Reaktionsgleichung von HRID 30642
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[S:12]1[CH2:16][C:15](=[O:17])[NH:14][C:13]1=[O:18].N1CCCCC1>C(O)C>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[C:16]2[S:12][C:13](=[O:18])[NH:14][C:15]2=[O:17])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 5414-NitrobenzaldehydeHCID 5437ThiazolidinedioneHCID 8082Piperidine

Produkt 1

HCID 27682645-(4-Nitrobenzylidene)-1,3-thiazolidine-2,4-dioneAusbeute 59,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-nitrobenzaldehyde (15.1 g), 1,3-thiazolidine-2,4-dione (11.70 g), piperidine (1.70 g) and ethanol (300 mL) was heated under reflux for 24 hrs. The reaction mixture was concentrated. The obtained residue was washed with ethanol to give 5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione as yellow crystals (14.8 g, yield 59%). Recrystallization thereof from acetone-hexane gave pale-yellow prism crystals. melting point: 272-273° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hrs
  3. concentrationThe reaction mixture was concentrated
  4. washThe obtained residue was washed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-02854ddf1583494d8386c11c20c29345
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423159B2

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