Ethanol → 3-(Benzo[b]furan-3-yl)-5,6-dihydroimidazo[2,1-b]thiazole monohydrobromide monohydrate

HRID 362258

Reaction equation

HRID 362258 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[C:6]2[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=2[O:8][CH:9]=1)=[O:4].[NH:14]1[CH2:18][CH2:17][NH:16][C:15]1=[S:19].C(O)C>C(O)(=O)C>[OH2:4].[BrH:1].[O:8]1[CH:9]=[C:5]([C:3]2[N:16]3[CH2:17][CH2:18][N:14]=[C:15]3[S:19][CH:2]=2)[C:6]2[CH:13]=[CH:12][CH:11]=[CH:10][C:7]1=2

Participants

5

Reactant 3

HCID 702EthanolHCID 2723650EthylenethioureaHCID 27765801-(Benzofuran-3-yl)-2-bromoethanone

Product 1

HCID 702862843-(Benzo[b]furan-3-yl)-5,6-dihydroimidazo[2,1-b]thiazole monohydrobromide monohydrateYield 40.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-(2-bromoacetyl)benzo[b]furan (0.25 g), 2-imidazolidinethione (0.11 g), ethanol (30 ml) and acetic acid (20 ml) was heated under reflux for 20 hours, then allowed to cool to ambient temperature. The resulting solid was collected by filtration, washed with ether, and dried in vacuo at ambient temperature to give 3-(benzo[b]furan-3-yl)-5,6-dihydroimidazo[2,1-b]thiazole monohydrobromide monohydrate as a white solid (0.145 g), m.p. 242°-244° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hours
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with ether
  5. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-5ea882d0114b46a19725bfebd4a0ef53
Source dataset
uspto-grants-1999_02
Patent number
US05869492

Linked notes

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