C([S-])C.[Na+].CN(C=O)C.[Cl:10][C:11]1[CH:16]=[C:15]([O:17]C)[CH:14]=[CH:13][C:12]=1[C:19]1[N:23]([CH3:24])[C:22]([C:25]2([C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH2:29][CH2:28][CH2:27][CH2:26]2)=[N:21][N:20]=1>C(Cl)(Cl)Cl>[Cl:10][C:11]1[CH:16]=[C:15]([OH:17])[CH:14]=[CH:13][C:12]=1[C:19]1[N:23]([CH3:24])[C:22]([C:25]2([C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH2:29][CH2:28][CH2:27][CH2:26]2)=[N:21][N:20]=1Sodium ethanethiolate was added to a DMF (10 ml) solution of 3-(2-chloro-4-methoxyphenyl)-4-methyl-5-[1-(2-thienyl)cyclopentyl]-4H-1,2,4-triazole (300 mg), followed by stirring at 100° C. for 2 hours. After the reaction solution and chloroform were added to distilled water, the organic layer was separated. Furthermore, the organic layer washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered and then the solvent was removed by evaporation under reduced pressure. The resulting crude product was purified by flash column chromatography (chloroform:methanol=97:3) and then the resulting solid was recrystallized from isopropanol to obtain 30 mg of 3-chloro-4-{4-methyl-5-[1-(2-thienyl)cyclopentyl]-4H-1,2,4-triazol-3-yl}phenol (colorless solid).
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