2-Propanone, 1-bromo-1-phenyl- → 2-(2-Chlorophenyl)-4-methyl-5-phenylthiazole

HRID 2049274Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2049274
Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](=O)[CH3:4].[Cl:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([NH2:17])=[S:16]>C(O)C>[Cl:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]1[S:16][C:2]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[C:3]([CH3:4])[N:17]=1

Komponenten

4

Edukt 2

HCID 908702-Propanone, 1-bromo-1-phenyl-HCID 27348242-Chlorothiobenzamide

Produkt 1

HCID 203449802-(2-Chlorophenyl)-4-methyl-5-phenylthiazoleAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1-Bromo-1-phenyl-2-propanone (10.6 g, 0.050 mole), o-chlorothiobenzamide (8.8 g, 0.051 mole), and ethanol (100 ml) are mixed and, after the initial exothermic reaction has subsided, heated under reflux for two hours. The ethanol is evaporated and the residue is treated with chloroform and aqueous sodium bicarbonate. The chloroform layer is separated and evaporated to leave a yellow oil which solidifies on standing. Recrystallization from acetonitrile yields 11.3 g (79%) of 2-(2-chlorophenyl)-4-methyl-5-phenylthiazole, m.p. 63°-65° C.

Aufarbeitung

  1. customafter the initial exothermic reaction
  2. temperatureheated
  3. temperatureunder reflux for two hours
  4. customThe ethanol is evaporated
  5. additionthe residue is treated with chloroform and aqueous sodium bicarbonate
  6. customThe chloroform layer is separated
  7. customevaporated
  8. customto leave a yellow oil which
  9. customRecrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-6c5df390d09c4601bfba77809ba65231
Quelldatensatz
uspto-grants-1980_04
Patentnummer
US04197306

Notizen zur Reaktion

Wird geladen…