Ethanone, 2-chloro-1,2-diphenyl- → 2-(3,4-Methylenedioxyphenyl)-4,5-diphenylthiazole

HRID 262128

Reaktionsgleichung

Reaktionsgleichung von HRID 262128
[C:1]([NH2:12])(=[S:11])[C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1.[C:13]1([C:19]([CH:21](Cl)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C>[CH2:6]1[O:7][C:8]2[CH:9]=[CH:10][C:2]([C:1]3[S:11][C:19]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)=[C:21]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[N:12]=3)=[CH:3][C:4]=2[O:5]1

Komponenten

4

Edukt 2

HCID 95343Ethanone, 2-chloro-1,2-diphenyl-HCID 27761262H-1,3-benzodioxole-5-carbothioamide

Produkt 1

HCID 203449832-(3,4-Methylenedioxyphenyl)-4,5-diphenylthiazoleAusbeute 67,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Thiopiperonylamide (18.1g, 0.10 mole) and desyl chloride (23.1g, 0.10 mole) are heated under reflux in 95% ethanol (100 ml) for two hours. An oil precipitates which solidifies when the reaction mixture is cooled. The solid is collected and recrystallized from ethanolethyl acetate to give 24.0g (67% yield) of 2-(3,4-methylenedioxyphenyl)-4,5-diphenylthiazole, m.p. 121°-124° C. Thiopiperonylamide is also prepared from the corresponding nitrile by the method of Fairfull et al., J. Chem. Soc. 1952, 742.

Aufarbeitung

  1. customAn oil precipitates which
  2. temperatureis cooled
  3. customThe solid is collected
  4. customrecrystallized from ethanolethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e5b0204e8488451689e553449c72c4ac
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04153703

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