HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-(Hydrazinylmethyl)pyridine | HCID 16228721 | — |
| Reactant | 4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde | HCID 86658520 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Product | N-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]pyridine-2-carboxamide | HCID 87403792 | 45% |
Reaction Steps
A solution of 4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde (i.e. the product of Step 1, 500 mg), concentrated hydrochloric acid (5 drops) and 2-picolyl hydrazine (188 mg) in methanol (20 mL) were heated at reflux for 5 h. The mixture was concentrated and the residue was triturated with water. Filtration yielded the title compound (289 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722673B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-8f3bf04ac2834754bd5e7b46229df120 |
| Source note | uspto-grants-2014_05 |