HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-2-cyanoacetamide → N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-2-cyanoacetamide | HCID 98341 | — |
| Reactant | 2,6-Dimethylpyridine-4-carboxylic acid | HCID 4531896 | — |
| Reactant | 4-(Chloromethyl)-2,6-dimethylpyridine | HCID 13582814 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide | HCID 71060853 | 43.8% |
Reaction Steps
2-amino 2-cyano acetamide (1.4 g, 0.01473 mol, 1 eq) in pyridine (15 ml) is stirred for 1 h at room temperature, to this 2,6-dimethyl isonicotinyl chloride (2.5 g, 0.1473 mol, 1 eq) [prepared by stirring a mixture of 2,6-dimethyl isonicotinic acid (2.5 g, 0.0465 mol, 1 eq) in thionyl chloride (15 ml) at 85° C. for 2 hr, thionyl chloride was removed in vacuum under nitrogen] is added at 0° C. and the reaction mixture is stirred at room temperature for 14 h, after the completion of the reaction pyridine is removed under vacuum and the crude product is purified by column chromatography to afford (1.5 g) of the titled compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249114B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-b9ac15e53b9c4b07994a74580fbdbec0 |
| Source note | uspto-grants-2016_02 |