HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[3-[3-[(E)-3-(2-pyridyl)acryloylamino]phenyl]phenylamino]-3-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 3-(2-Pyridyl)acrylic acid | HCID 247824 | — |
| Reactant | 2-[3-(3-Aminophenyl)phenylamino]-3-nitropyridine | HCID 23298139 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[3-[3-[(E)-3-(2-pyridyl)acryloylamino]phenyl]phenylamino]-3-nitropyridine | HCID 23298132 | 99.8% |
Reaction Steps
To an ice cooled suspension of 3-(2-pyridyl)acrylic acid (1.07 g) in dry methylene chloride (80 ml) was added triethylamine (1.46 g) and pivaloyl chloride (0.87 g) and the mixture was stirred for 2 hours. After the clear reaction mixture was obtained, 2-[3-(3-aminophenyl)phenylamino]-3-nitropyridine (2.0 g) was added thereto and stirred under reflux overnight. The reaction was chromatographed on silica gel (chloroform-methanol 50:1 as an eluent) to give 2-[3-[3-[(E)-3-(2-pyridyl)acryloylamino]phenyl]phenylamino]-3-nitropyridine as an orange crystal (2.85 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06117875 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-87af4c75deaf41fcb24a63da7689739f |
| Source note | uspto-grants-2000_09 |