Thiophenol → HCID 69434718, compound

HRID 1070873Notes

Reaction equation

HRID 1070873 reaction equation
[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:17]=[C:16](Cl)[N:15]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)[C:14]=2[CH:26]=1.C(=O)([O-])[O-].[K+].[K+].[C:34]1([SH:40])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[Cl-].[NH4+]>CN(C)C=O.O>[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:17]=[C:16]([S:40][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:15]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)[C:14]=2[CH:26]=1

Participants

7

Reactant 4

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 69435062HCID 69435062, compound

Product 1

HCID 69434718HCID 69434718, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

150 mg of 6-[[2-chloro-1-(4-methylphenyl)-1H-benzimidazol-6-yl]oxy]hexanoic acid methyl ester was dissolved in 2 ml of dimethylformamide, mixed with 54 mg of potassium carbonate and 40 μl of thiophenol, and the mixture was stirred for 5 hours at 140° C. After cooling, it was mixed with saturated ammonium chloride solution, diluted with water, extracted three times with ethyl acetate, the combined organic phases were washed with saturated sodium chloride solution, dried on sodium sulfate and concentrated by evaporation in a vacuum. 158 mg was obtained.

Workup

  1. temperatureAfter cooling
  2. extractionextracted three times with ethyl acetate
  3. washthe combined organic phases were washed with saturated sodium chloride solution
  4. customdried on sodium sulfate
  5. concentrationconcentrated by evaporation in a vacuum
  6. custom158 mg was obtained

Sources & evidence

ORD record
ord-0cd653f1873a4bd7b3d7aeb9a208ad7a
Source dataset
uspto-grants-2005_06
Patent number
US06903126B2

Reaction notes

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