Phenylacetaldehyde → 3-(1,3-Benzodithiol-2-ylideneamino)-5-(2-phenylethylidene)-2-thioxo-4-thiazolidinone

HRID 2419144Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2419144
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:3][C:2]1=[N:10][N:11]1[C:15](=[O:16])[CH2:14][S:13][C:12]1=[S:17].[C:18]1([CH2:24][CH:25]=O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)(=O)C.N1CCCCC1.C(COC)OC>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:3][C:2]1=[N:10][N:11]1[C:15](=[O:16])[C:14](=[CH:25][CH2:24][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[S:13][C:12]1=[S:17]

Komponenten

5

Edukt 2

HCID 998PhenylacetaldehydeHCID 124949933-[(1,3-Benzodithiol-2-ylidene)amino]-2-thioxo-4-thiazolidinone

Produkt 1

HCID 739981023-(1,3-Benzodithiol-2-ylideneamino)-5-(2-phenylethylidene)-2-thioxo-4-thiazolidinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9793820Piperidine, acetateKatalysatorHCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

A slurry of 2.98 g of 3-[(1,3-benzodithiol-2-ylidene)amino]-2-thioxo-4-thiazolidinone (see example 37), phenylacetaldehyde (10 ml, excess) and acetic acid/piperidine (10 drops) in 600 ml of anhydrous glyme is heated at reflux for four days. The reaction mixture is filtered while hot, and the solid is collected and recrystallized from dimethylformamide to yield 1.78 g of the title compound, melting point 233°-234° C.

Aufarbeitung

  1. temperatureat reflux for four days
  2. filtrationThe reaction mixture is filtered while hot, and the solid
  3. customis collected
  4. customrecrystallized from dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-feda2da6920f41aeb1a15ecdf46c5539
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04104467

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