Acetic Acid → HCID 10156218, compound

HRID 2183587Notes

Reaction equation

HRID 2183587 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)(=O)C>C(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 176Acetic AcidHCID 2723650EthylenethioureaHCID 22473621HCID 22473621, compound

Product 1

HCID 10156218HCID 10156218, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 2-bromo-1-(4-chlorobenzo[b]thiophen-2-yl]ethan-1-one (2.5 g), 2-imidazolidinethione (0.88 g), acetic acid (25 ml) and ethanol (50 ml) was heated under reflux for 90 minutes, then cooled to 0° C. The resulting solid was collected by filtration and dried in vacuo at 60° C. for 2 hours to give 3-(4-chlorobenzo[b]thiophen-2-yl)-5,6-dihydroimidazo[-2,1-b]thiazole hydrobromide (2.15 g) as colourless solid, m.p. 261-263° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 90 minutes
  3. filtrationThe resulting solid was collected by filtration
  4. customdried in vacuo at 60° C. for 2 hours

Sources & evidence

ORD record
ord-070280b63c2b4356969ce4f2c323d685
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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