Acetic Acid → HCID 22474262, compound

HRID 2183604Notes

Reaction equation

HRID 2183604 reaction equation
[Br:1][CH:2]([CH3:15])[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:16]1[CH2:20][CH2:19][NH:18][C:17]1=[S:21].C(O)(=O)C>C(O)C>[BrH:1].[F:14][C:13]1[C:7]2[CH:6]=[C:5]([C:3]3[N:18]4[CH2:19][CH2:20][N:16]=[C:17]4[S:21][C:2]=3[CH3:15])[S:9][C:8]=2[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 2723650EthylenethioureaHCID 22474187HCID 22474187, compound

Product 1

HCID 22474262HCID 22474262, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 2-bromo-1-(4-fluorobenzo[b]thiophen-2-yl)propan-1-one (0.67 g), 2-imidazolidinethione (0.24 g), acetic acid (10 ml) and ethanol (5 ml) was heated under reflux for 2 hours then cooled to 20° C. The mixture was concentrated in vacuo and the resulting solid was collected by filtration, washed with ethanol (5 ml) and dried in vacuo at 60° C. for 2 hours to give 3-(4-fluorobenzo[b]thiophen-2-yl)-2-methyl-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide (0.82 g) as beige solid, m.p. 224-226° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe mixture was concentrated in vacuo
  4. filtrationthe resulting solid was collected by filtration
  5. washwashed with ethanol (5 ml)
  6. customdried in vacuo at 60° C. for 2 hours

Sources & evidence

ORD record
ord-49c4aa1e0c0849b6aa10aeee0d63116b
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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