HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 21848878, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-5-(chloromethyl)pyridine | HCID 155479 | — |
| Reactant | (1E)-N-Cyano-N′-methylethanimidamide | HCID 15300768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21848878 | HCID 21848878 | 50.3% |
Reaction Steps
0.6 g of sodium hydride (purity 60%) was added to the solution of 1.3 g of N-cyano-N'-methylacetamidine in 20 ml of N,N-dimethylformamide at ice bath temperature. After stirring it at the same temperature for 1 hour, 2.2 g of 2-chloro-5-pyridylmethylchloride was added to the mixture, followed by stirring for 5 hours at room temperature. The reaction mixture was then poured into ice-water, extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was purified by column chromatography on silica gel to afford 1.5 g of compound No. 22 m.p. 101°-103° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05304566 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-16c75e4fece343bab60ec673ecd15854 |
| Source note | uspto-grants-1994_04 |