[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH2:11])=[S:10])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[I:16][CH3:17]>CCO>[IH:16].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[NH:11])[S:10][CH3:17])=[CH:4][C:3]=1[C:12]([F:15])([F:13])[F:14]A mixture of 2.54 g 4-chloro-3-trifluoromethyl-phenylthiourea, 0.62 ml of iodomethane in 50 mL of anhydrous EtOH was refluxed for 1 hr to give 1-[4-chloro-3-(trifluoromethyl)phenyl]-S-methylisothiourea hydroiodide. Then it was cooled down to ambient temperature and treated with 0.35 g of 98% hydrazine, heated gently with stirring until the initial vigorous evolution of MeSH subsided and then refluxed for additional 1 hour.
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