Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Aminoacetonitrile hydrochloride | HCID 11491918 | — |
| Reactant | HCID 21275763 | HCID 21275763 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 15616705 | HCID 15616705 | 71% |
Reaction Steps
3.3 g (0.033 mol) of triethylamine was added to a solution of 1.9 g (0.02 mol) of aminoacetonitrile hydrochloride in 30 ml of acetonitrile. The mixture was stirred at room temperature for 30 min. 2.5 g (0.01 mol) of 2-chloro-6-n-butoxyisonicotinoyl chloride was added dropwise thereto under cooling at 5° to 10° C. The mixture was stirred at room temperature for 1 h, poured into water and extracted with ethyl acetate. The extract was washed with a saturated aqueous common salt solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the crude product was purified according to silica gel column chromatography to obtain 1.9 g (yield: 70.9%) of white crystals having a melting point of 72° to 73° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04804762 |
|---|
| Source dataset | uspto-grants-1989_02 |
|---|
| ORD ID | ord-a943ad35a8194f01bab1ed25bf1bb43c |
|---|
| Source note | uspto-grants-1989_02 |
|---|