HCID 15136077, Verbindung → HCID 20084322, Verbindung

HRID 327554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 327554
[CH:1]1([C:8]([CH2:10]Br)=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:12]([C:15]1[CH:16]=[C:17](/[CH:21]=[CH:22]/[C:23](=[S:25])[NH2:24])[CH:18]=[CH:19][CH:20]=1)([O-:14])=[O:13]>C(O)C>[CH:1]1([C:8]2[N:24]=[C:23](/[CH:22]=[CH:21]/[C:17]3[CH:18]=[CH:19][CH:20]=[C:15]([N+:12]([O-:14])=[O:13])[CH:16]=3)[S:25][CH:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 15136077HCID 15136077, VerbindungHCID 218423502-Bromo-1-cycloheptylethan-1-one

Produkt 1

HCID 20084322HCID 20084322, VerbindungAusbeute 62,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution composed of 6.57 g of bromomethyl cycloheptyl ketone, 6.24 g of (E)-3-(3-nitrophenyl)-2-propenethioamide and 100 ml of ethyl alcohol was heated to reflux for 16 hr afterwhich it was diluted with 200 ml of ice water and extracted with methylene chloride. The combined extracts were washed with saturated sodium bicarbonate, brine, dried (MgSO4) and condensed in vacuo to yield 6.17 g of (E)-4-cycloheptyl-2-[2-(3-nitrophenyl)ethenyl]thiazole; m.p. 60° C. after crystallization from ethyl ether/hexane.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 16 hr afterwhich it
  3. extractionextracted with methylene chloride
  4. washThe combined extracts were washed with saturated sodium bicarbonate, brine
  5. customdried
  6. custom(MgSO4) and condensed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-10a0b75634654b98bbba5d3a2d06a974
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273986

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