[F:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:6][C:5]([NH2:14])=[C:4]([NH2:15])[CH:3]=1.[C:16](=S)=[S:17].[OH-].[K+].[K+].[Br-]>O.C(O)C>[F:1][C:2]1[C:7]([N:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)=[CH:6][C:5]2[N:14]=[C:16]([SH:17])[NH:15][C:4]=2[CH:3]=1
6-Fluoro-5-(piperazin-1-yl)-2-mercapto-1H-benzimidazole (4.3 g, 80%) was prepared by an analogous procedure as described in preparation 1 (step 5) using the diamine (4.5 g, 0.021 mol) (obtained in step 2 above), carbon disulfide (1.9 g, 0.025 mol), potassium hydroxide (1.4 g, 0.025 mol), ethanol (25 mL) and water (5 mL). mp 100-10 1 ° C.; IR (KBr) 3133, 1482 cm-1 ; 1H NMR (DMSO-d6) δ 2.25 (s, 1H, SH), 2.90 (m, 4H, N(CH2)2), 4.10 (brs, 1H, NH), 4.48 (m, 4H, N(CH2)2), 6.80 (d, J=8.4 Hz, 1H), 7.00 (d, J=12.3 Hz, 1H), 12.30 (brs, 1H, NH); Mass (m/z) 252 (M+.).
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