HCID 21258469, compound → HCID 21258504, compound

HRID 635344Notes

Reaction equation

HRID 635344 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:13](=O)[CH2:14][S:15][C:16]3[NH:17][CH2:18][CH2:19][N:20]=3)[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1>C(O)(=O)C>[BrH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:13]3[N:20]4[CH2:19][CH2:18][N:17]=[C:16]4[S:15][CH:14]=3)[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 21258469HCID 21258469, compound

Product 1

HCID 21258504HCID 21258504, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

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.

Workup

  1. customprepared in a manner similar to
  2. temperaturewas heated
  3. temperatureunder reflux for 16 hours
  4. customThe solvent was removed in vacuo
  5. customthe residue was triturated with ether (50 ml)
  6. filtrationthe resulting solid was collected by filtration
  7. washwashed with ether (50 ml)
  8. customdried in vacuo at ambient temperature
  9. customrecrystallised from methanol
  10. filtrationThe resulting solid was collected by filtration
  11. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-583cfeaf99c743b0835312d3b801245d
Source dataset
uspto-grants-2001_02
Patent number
US06187802B1

Reaction notes

Loading…