Acetic Acid → HCID 9879812, compound

HRID 2183600Notes

Reaction equation

HRID 2183600 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[CH:11][CH:12]=[C:13]([F:14])[C:7]=2[CH:6]=1)=O.[NH:15]1[CH2:19][CH2:18][NH:17][C:16]1=[S:20].C(O)(=O)C>C(O)C>[ClH:1].[F:14][C:13]1[C:7]2[CH:6]=[C:5]([C:3]3[N:17]4[CH2:18][CH2:19][N:15]=[C:16]4[S:20][CH:2]=3)[S:9][C:8]=2[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 2723650EthylenethioureaHCID 22474015HCID 22474015, compound

Product 1

HCID 9879812HCID 9879812, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-chloro-1-(4-fluorobenzo[b]thiophen-2-yl]ethan-1-one (0.16 g; prepared in a manner similar to that described above), 2-imidazolidinethione (0.071 g), acetic acid (10 ml) and ethanol (5 ml) was heated under reflux for 2 hours then cooled to ambient temperature. The solvents were removed in vacuo and the residue was triturated with ether (10 ml). The resulting solid was collected by filtration and dried in vacuo at 60° C. for 2 hours to give 3-(4-fluorobenzo[b]thiophen-2-yl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride (0.19 g) as pale pink solid, m.p. 220-224° C.

Workup

  1. customprepared in a manner similar to
  2. temperaturewas heated
  3. temperatureunder reflux for 2 hours
  4. customThe solvents were removed in vacuo
  5. customthe residue was triturated with ether (10 ml)
  6. filtrationThe resulting solid was collected by filtration
  7. customdried in vacuo at 60° C. for 2 hours

Sources & evidence

ORD record
ord-f5bf8266da7f467d954fa09e472129c9
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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