Methanethioamide → HCID 3395423, Verbindung

HRID 1030456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1030456
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=O)[CH2:16]Br)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:19]([NH2:21])=[S:20]>C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:21]=[CH:19][S:20][CH:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 3005587MethanethioamideHCID 105425931-[4-(Benzyloxy)phenyl]-2-bromoethan-1-one

Produkt 1

HCID 3395423HCID 3395423, VerbindungAusbeute 27,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4'-benzyloxy-2-bromoacetophenone (3.0 g) and thioformamide (0.63 g) in ethanol (50 ml) was refluxed under heating for 30 minutes. The reaction mixture was poured into ice-water, and the precipitating crystals were collected by filtration, extracted with diethyl ether and purified by column chromatography on silica gel [eluting solvent: methylene chloride-hexane (1:9)] to give 4-(4-benzyloxyphenyl) thiazole (720 mg, 27.7%), which was further purified by recrystallization from diethyl ether-hexane. m.p. 109°-110° C.

Aufarbeitung

  1. temperaturewas refluxed
  2. temperatureunder heating for 30 minutes
  3. filtrationthe precipitating crystals were collected by filtration
  4. extractionextracted with diethyl ether
  5. custompurified by column chromatography on silica gel [eluting solvent: methylene chloride-hexane (1:9)]

Quellen und Nachweise

ORD-Eintrag
ord-f69729f762b04d168eed1ce61eafa0ea
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05106732

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