HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-hydrazinyl-1-methyl-1H-1,3-benzodiazole → 1-(4-Chloro-2-pyridyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-hydrazinyl-1-methyl-1H-1,3-benzodiazole | HCID 1522265 | — |
| Reactant | 1-(4-Chloro-pyridin-2-yl)-ethanone | HCID 13011986 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(4-Chloro-2-pyridyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazone | HCID 86589149 | — |
Reaction Steps
A mixture of 2-acetyl-4-chloropyridine (0.50 g, 3.20 mmol) and 1-methyl-2-hydrazinobenzimidazole (0.52 g, 3.20 mmol) in 5 ml of methanol is stirred for 4 days at room temperature after the addition of 6 drops of glacial acetic acid. The reaction is monitored by means of thin layer chromatography (Polygram Sil G/UV254 prefabricated foils; eluting agent: CH2Cl2:MeOH (12:1)). Subsequently, the reaction mixture is diluted with distilled water until a precipitate forms and stored for 24 hours in the refrigerator at approximately 5° C. The precipitate is filtered, washed several times with water, and dried. The product is recrystallized from a mixture of methanol and water. Yield: 0.60 g (62% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112680B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-45b5a9ed9fcf4c34962d83cdecb29975 |
| Source note | uspto-grants-2006_09 |