Ethanol → HCID 10156218, compound

HRID 2183590Notes

Reaction equation

HRID 2183590 reaction equation
[Br:1][CH2:2][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:15]1[CH2:19][CH2:18][NH:17][C:16]1=[S:20].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: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 702EthanolHCID 2723650EthylenethioureaHCID 22473621HCID 22473621, compound

Product 1

HCID 10156218HCID 10156218, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-bromo-1-(4-chlorobenzo[b]thiophen-2-yl]ethan-1-one (0.42 g), 2-imidazolidinethione (0.11 g) and ethanol (9 ml) was heated under reflux for 20 minutes. Acetic acid (4 ml) was added and the mixture was heated under reflux for 17 hours then cooled in ice-water. The resulting solid was collected by filtration and dried in vacuo at 60° C. to give 3-(4-chlorobenzo[b]thiophen-2-yl)-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide (0.37 g) as a white solid, m.p. 273-274° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 20 minutes
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for 17 hours
  5. filtrationThe resulting solid was collected by filtration
  6. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-93e0d10e142a498ea02e32ce6d4a140e
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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