HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → 2-[3-(4-Methylpyperazino)propylthio]-5,6-dimethylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(3-Chloropropyl)-4-methylpiperazine dihydrochloride | HCID 3014068 | — |
| Reactant | HCID 178422342 | HCID 178422342 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-[3-(4-Methylpyperazino)propylthio]-5,6-dimethylbenzimidazole | HCID 131723195 | 79% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06376666B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-923df2c429c547dd8ea9b994a68298d9 |
| Source note | uspto-grants-2002_04 |