Ethanol → 3-(4-Chlorobenzo[b]thiophen-2-yl)-2-ethyl-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide

HRID 2183645Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2183645
[Br:1][CH:2]([CH2:15][CH3:16])[C:3]([C:5]1[S:9][C:8]2[CH:10]=[CH:11][CH:12]=[C:13]([Cl:14])[C:7]=2[CH:6]=1)=O.[NH:17]1[CH2:21][CH2:20][NH:19][C:18]1=[S:22].C(O)C>C(O)(=O)C>[BrH:1].[Cl:14][C:13]1[C:7]2[CH:6]=[C:5]([C:3]3[N:19]4[CH2:20][CH2:21][N:17]=[C:18]4[S:22][C:2]=3[CH2:15][CH3:16])[S:9][C:8]=2[CH:10]=[CH:11][CH:12]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 2723650EthylenethioureaHCID 224739972-Bromo-1-(4-chlorobenzo[b]thiophen-2-yl)butan-1-one

Produkt 1

HCID 224738223-(4-Chlorobenzo[b]thiophen-2-yl)-2-ethyl-5,6-dihydroimidazo[2,1-b]thiazole hydrobromideAusbeute 71,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-1-(4-chlorobenzo[b]thiophen-2-yl)butan-1-one (1.06 g), 2-imidazolidinethione (0.255 g) and ethanol (25 ml) was heated under reflux for 20 minutes. Acetic acid (12 ml) was added, the mixture was heated under reflux for 21 hours, then the solvents were removed in vacuo and the solid residue recrystallised from propan-2-ol (40 ml) to give 3-(4-chlorobenzo[b]thiophen-2-yl)-2-ethyl-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide (0.72 g) as a white solid, m.p. 187-189° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 20 minutes
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for 21 hours
  5. customthe solvents were removed in vacuo
  6. customthe solid residue recrystallised from propan-2-ol (40 ml)

Quellen und Nachweise

ORD-Eintrag
ord-67c19d293d4f43d8bafa21e1ac13f0dd
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900216B2

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