HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylenediamine → N-(2-cyano-5-pyridylmethyl)ethylenediamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | 5-(Chloromethyl)pyridine-2-carbonitrile | HCID 14405123 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2-cyano-5-pyridylmethyl)ethylenediamine | HCID 13933560 | 84.7% |
Reaction Steps
A solution of 2-cyano-5-pyridylmethyl chloride (4.6 g) in acetonitrile (20 ml) was added dropwise to a solution of ethylenediamine (9 g) in acetonitrile (50 ml) at 5° to 10° C. After the addition, the mixture was stirred at room temperature for 3 hours. Acetonitrile and the excess of ethylenediamine were distilled off under reduced pressure from the reaction mixture. Dichloromethane was added to the residue, and a portion of it soluble in dichloromethane was separated. Dichloromethane was distilled off under reduced pressure. Volatile materials were removed at 50° C. and 1 mmHg to give N-(2-cyano-5-pyridylmethyl)ethylenediamine (4.5 g)as a colorless oil. nD20 =1.5718
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05461167 |
| Source dataset | uspto-grants-1995_10 |
| ORD ID | ord-471a20c48f0e4f7fb140810c52e804cd |
| Source note | uspto-grants-1995_10 |