Reaction #722526

Reaction equation

1-[1-(4-chlorophenyl)cyclobutyl]-2-(2-imidazolin-2 ylthio)ethanone hydrobromide

→

3-[1-(4-chlorophenyl)cyclobutyl]-5,6-dihydroimidazo-[2,1-b]thiazole hydrobromide

Solvents

acetic acid

Conditions

Workup

1. 1
   Otherprepared in a manner similar to
2. 2
   Temperaturewas heated
3. 3
   Temperatureunder reflux for 16 hours
4. 4
   OtherThe solvent was removed in vacuo
5. 5
   Otherthe residue was triturated with ether (50 ml)
6. 6
   Filtrationthe resulting solid was collected by filtration
7. 7
   Washwashed with ether (50 ml)
8. 8
   Otherdried in vacuo at ambient temperature
9. 9
   Otherrecrystallised from methanol
10. 10
    FiltrationThe resulting solid was collected by filtration
11. 11
    Otherdried in vacuo at ambient temperature

Procedure

A suspension of 1-[1-(4-chlorophenyl)cyclobutyl]-2-(2-imidazolin-2 ylthio)ethanone hydrobromide (2.4 g—prepared in a manner similar to that described above) in acetic acid (6 ml) was heated under reflux for 16 hours, then allowed to cool to ambient temperature. The solvent was removed in vacuo, the residue was triturated with ether (50 ml), and the resulting solid was collected by filtration, washed with ether (50 ml), dried in vacuo at ambient temperature, and recrystallised from methanol. The resulting solid was collected by filtration and dried in vacuo at ambient temperature to give 3-[1-(4-chlorophenyl)cyclobutyl]-5,6-dihydroimidazo-[2,1-b]thiazole hydrobromide as a white solid (1.4 g), m.p. 258-260° C.

Source