HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-hydrazinyl-1-methyl-1H-1,3-benzodiazole → 1-(3-Methoxy-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-(3-Methoxypyridin-2-yl)ethan-1-one | HCID 21946056 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(3-Methoxy-2-pyridyl)-1-ethanone-1-(1-methyl-1H-benzo[d]imidazol-2-yl)-hydrazone | HCID 86589148 | — |
Reaction Steps
A mixture of 2-acetyl-3-methoxypyridine (0.50 g, 3.31 mmol) and 1-methyl-2-hydrazinobenzimidazole (0.54 g, 3.31 mmol) in 10 ml of methanol is stirred at room temperature for 3 days 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 20 ml of methanol and 10 ml of water. Yield: 0.87 g (89% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112680B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-f8f22094ef404cd5a5d524b05bafc0f6 |
| Source note | uspto-grants-2006_09 |