Thionyl Chloride → HCID 86753011, compound

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Reaction Steps

The hydroxy derivative of formula VIII (4 gm) was stirred in 20 ml of chloroform at 0° to 5° C. and to this was added thionyl chloride (2.5 gm) and stirred at 5°-10° C. for 30 minutes, and then for 1 hr. at 20°-25° C. Chloroform was recovered completely and to this was added 20 ml of THF. The precipitated solid was filtered under nitrogen atmosphere and washed well with THF (20 ml). The title compound was obtained as an off-white powder (4.6 gm) as its hydrochloride. Melting point 147°-150° C.; NMR (DMSO, 200 MHz): δ 2.19 (S, 3H, CH3), 3.2-3.5 (m, 4H, S--CH2 ×CH2 --S), 4.5-4.9 (dd, 2H, CH2,Cl) 7.19-8.34 (m, 3H, aromatic-H); IR (KBr): 3500, 1610, 1480, 1100, 780 cm-1.

Provenance & Evidence