HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetic acid → HCID 10607908, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 5-Amino-2-chloropyridine | HCID 79305 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10607908 | HCID 10607908 | 77% |
Reaction Steps
5.95 g (70.0 mmol) of cyanoacetic acid and 14.44 g (70.0 mmol) of dicyclohexylcarbodiimide were added to a stirred solution of 9.00 g (70.0 mmol) of 5-amino-2-chloropyridine in 150 ml of anhydrous tetrahydrofuran at 0° C. The reaction was monitored by thin layer chromatography and when complete, the reaction mixture was filtered and the filtrate was evaporated to dryness. The resulting solid was triturated with anhydrous dichloromethane, filtered and dried in vacuo to obtain 10.5 g of N-(2-chloropyrid-5-yl)-2-cyanoacetamide (77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05346912 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-08e915aa9f9b485685a75b3157ae3b3b |
| Source note | uspto-grants-1994_09 |