HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-chloro-1-{1-[3-(1,3-dihydro-3-methyl-2-oxo-2H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 104607 | — |
| Reactant | 1,3-dihydro-1-(3-iodopropyl)-3-methyl-2H-benzimidazol-2-one | HCID 21989977 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-chloro-1-{1-[3-(1,3-dihydro-3-methyl-2-oxo-2H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one | HCID 20385593 | 43% |
Reaction Steps
A mixture of 5 parts of 1,3-dihydro-1-(3-iodopropyl)-3-methyl-2H-benzimidazol-2-one, 3.75 parts of 5-chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 2,65 parts of sodium carbonate and 22.5 parts of N,N-dimethylformamide is stirred at 70°-80° C. for 2 hours. The reaction mixture is cooled, poured onto water and the precipitated product is filtered off. It is dissolved in trichloromethane. The solution is dried, filtered and evaporated. The residue is crystallized from 4-methyl-2-pentanone, yielding 3 parts (43%) of 5-chloro-1-{1-[3-(1,3-dihydro-3-methyl-2-oxo-2H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 166.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04175129 |
| Source dataset | uspto-grants-1979_11 |
| ORD ID | ord-8d558b8e829948a095f771e857bfff29 |
| Source note | uspto-grants-1979_11 |