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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843228Generated: October 27, 2026

Chloroform → 2-[3-(4-Methylpyperazino)propylthio]-5,6-dimethylbenzimidazole

https://huagongshe.com/reaction/843228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantSodium HydroxideHCID 14798—
Reactant1-(3-Chloropropyl)-4-methylpiperazine dihydrochlorideHCID 3014068—
ReactantHCID 178422342HCID 178422342—
SolventHexaneHCID 8058—
Product2-[3-(4-Methylpyperazino)propylthio]-5,6-dimethylbenzimidazoleHCID 13172319579%

Reaction Steps

2-[3-(4-Methylpyperazino)propylthio]-5,6-dimethylbenzimidazole (XVII) and its trihydrochloride were synthesized as described above. The reaction of 2,8 g (0,010 mol) 2-mercapto-5,6-dimethylbenzimidazole and 3,74 g (0,015 mol) 3-(4-methylpyperazino)propylchloride dihydrochloride in the presence 1,32 g (0,033 mol) sodium hydroxide gave in 79% yield (2,5 g) compound XVII, m.p. 116-118° C. (with decomp., from chloroform with hexane). 1H NMR (CDCl3), δ: 1,95 (2H, m, CH2CH2CH2); 2,31 (6H, s, 2CH3); 2,35 (3H, s, CH2N); 2,54 (10H, broad m, 8H of pyperazine, 2H, t, CH2S); 3,22 (2H, t, CH2N); 7,50 (2H, broad s, ArH). Trihydrochloride of XVII, yield 78%, m.p. 228-231° C. (with decomp., from ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06376666B1
Source datasetuspto-grants-2002_04
ORD IDord-923df2c429c547dd8ea9b994a68298d9
Source noteuspto-grants-2002_04