Ethanol → HCID 70286678, compound

HRID 362271Notes

Reaction equation

HRID 362271 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[C:6]2[CH:13]=[C:12]([C:14]#[N:15])[CH:11]=[CH:10][C:7]=2[S:8][CH:9]=1)=O.[NH:16]1[CH2:20][CH2:19][NH:18][C:17]1=[S:21].C(O)C>C(O)(=O)C>[BrH:1].[S:21]1[CH:2]=[C:3]([C:5]2[C:6]3[CH:13]=[C:12]([C:14]#[N:15])[CH:11]=[CH:10][C:7]=3[S:8][CH:9]=2)[N:18]2[CH2:19][CH2:20][N:16]=[C:17]12

Participants

5

Reactant 3

HCID 702EthanolHCID 2723650EthylenethioureaHCID 86753719HCID 86753719, compound

Product 1

HCID 70286678HCID 70286678, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-(bromoacetyl)benzo[b]thiophen-5-carbonitrile (1.05 g), 2-imidazolidinethione (0.4 g), ethanol (31.5 ml), and acetic acid (21 ml) was heated under reflux under nitrogen for 24 hours, then cooled in ice. The resulting precipitate was collected by filtration, washed with ether, and dried in vacuo at 65° C. to give 3-(5,6-dihydroimidazo[2,1-b]thiazol-3-yl)benzo[b]thiophen-5-carbonitrile monohydrobromide as a white solid (1 g), m.p. 303°-305° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux under nitrogen for 24 hours
  3. temperaturecooled in ice
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with ether
  6. customdried in vacuo at 65° C.

Sources & evidence

ORD record
ord-523713f3163b4312bf69980ebf091609
Source dataset
uspto-grants-1999_02
Patent number
US05869492

Reaction notes

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