HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Phenylenediamine → 2-[4-[4-(4-Phenyl-1-piperazinyl)-1-butynyl]phenyl]-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | 4-[4-(4-Phenylpiperazin-1-yl)but-1-ynyl]benzaldehyde | HCID 18993046 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 2-[4-[4-(4-Phenyl-1-piperazinyl)-1-butynyl]phenyl]-1H-benzimidazole | HCID 18993037 | 85.7% |
Reaction Steps
A mixture of 4-[4-(4-phenylpiperazin-1-yl)but-1-ynyl]benzaldehyde (Example B) (1.28 g), sodium bisulfite (0.4 g) and 1,2-diaminobenzene (0.43 g) is stirred in methanol (50 mL) at reflux for 18 hours. The mixture is filtered and the solvent evaporated. The residue is purified by chromatography on silica gel eluting with 200:8:1 dichloromethane:ethanol:0.880 aqueous ammonia to give 0.70 g of the title compound as a tan solid; mp 247°-248° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05486517 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-0be8c9b0f4e349d4932b1596cfacdb5a |
| Source note | uspto-grants-1996_01 |