Potassium Carbonate → HCID 12895746, compound

HRID 1680215Notes

Reaction equation

HRID 1680215 reaction equation
[Cl:1][C:2]1[S:6][C:5]([CH2:7][CH2:8][CH:9](Cl)[CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[SH:24].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S:24][CH:9]([CH2:8][CH2:7][C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 80599o-ChlorothiophenolHCID 23457662HCID 23457662, compound

Product 1

HCID 12895746HCID 12895746, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 850 mg of 1-[4-(5-chloro-2-thienyl)-2-chloro-n-butyl]imidazole, 670 mg of 2-chlorothiophenol and 500 mg of potassium carbonate in 40 ml of acetone is stirred and refluxed for 4 hours. The solvent is evaporated under vacuum and 50 ml of water is added. The resulting mixture is extracted with ether and the ether extract is washed with water, dried and evaporated to afford 1-[2-(2-chlorophenylthio)-4-(5-chloro-2-thienyl)-n-butyl]imidazole as an oil. This material is converted to the nitrate salt by treatment with nitric acid, which salt is recrystallized from acetone/ethyl acetate as colorless flakes, mp 121°-122°.

Workup

  1. temperaturerefluxed for 4 hours
  2. customThe solvent is evaporated under vacuum and 50 ml of water
  3. additionis added
  4. extractionThe resulting mixture is extracted with ether
  5. extractionthe ether extract
  6. washis washed with water
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-60cf241f7ee341daaf88390cf7253b74
Source dataset
uspto-grants-1981_06
Patent number
US04272545

Reaction notes

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