Reaction #1091759

Reaction equation

KBr

diamine

4-fluoro-5-(4-methylpiperazin-1-yl)-1,2-phenylenediamine

carbon disulfide

potassium hydroxide

→

6-Fluoro-5-(4-methylpiperazin-1-yl)-2-mercapto-1H-benzimidazole

Yield 94.0%

Solvents

ethanol

water

Conditions

Workup

1. 1
   Otherthat described in preparation 1 (step 5)

Procedure

6-Fluoro-5-(4-methylpiperazin-1-yl)-2-mercapto-1H-benzimidazole (15.0 g, 94%) was prepared by a similar procedure to that described in preparation 1 (step 5) using the diamine (14.0 g, 0.06 mol) (obtained in step 3 above), carbon disulfide (6.1 g, 0.08 mol), potassium hydroxide (4.49 g, 0.08 mol), ethanol (70 mL) and water (10 mL). mp 290° C. (decomp.); IR (KBr) 3088, 1481 cm-1 ; 1H NMR (DMSO-d6) δ 2.24 (s, 3H, CH3), 2.50 (t, J=4.3 Hz, 4H, N(CH2)2), 3.00 (t, J=4.4 Hz, 4H, N(CH2)2), 6.78 (d, J=7.3 Hz, 1H), 7.00 (d, J=11.9 Hz, 1H); Mass (m/z) 266 (M+.).

Source