Ethanol → HCID 10271572, compound

HRID 2183618Notes

Reaction equation

HRID 2183618 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]([Cl:14])[C:7]=2[CH:6]=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].[Cl: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 702EthanolHCID 2723650EthylenethioureaHCID 22474281HCID 22474281, compound

Product 1

HCID 10271572HCID 10271572, compoundYield 69.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-bromo-1-(4-chlorobenzo[b]thiophen-2-yl)propan-1-one (0.74 g), 2-imidazolidinethione (0.19 g) and ethanol (15 ml) was heated under reflux for 20 minutes. Acetic acid (7 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)-2-methyl-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide (0.5 g) as a white solid, m.p. 246-248° 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-5c91468c27784922870b1a87825cd347
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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