HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 21928110, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | 1,6-Dihydro-2-mercapto-4-(methylthio)-6-oxo-3-pyridinecarbonitrile | HCID 15395227 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21928110 | HCID 21928110 | 70% |
Reaction Steps
NaH (2.60 g, 65.0 mmol) was added to a solution of 2-mercapto-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridine-3-carbonitrile (12.5 g, 63 mmol) in DMF (300 mL) cooled in an ice water bath. The mixture was stirred for 30 min then 2-bromoacetamide was added (8.80 g, 64 mmol) as a solid in one portion. The mixture was slowly warmed to room temperature and stirred for 15 h then poured onto ice water. The mixture was acidified with 2N HCl, filtered, and the resulting precipitate was washed with diethyl ether then hexanes to provide 11.3 g (70%) of 2-(3-cyano-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06974870B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-423642c4937e4fe49b132128404dde1e |
| Source note | uspto-grants-2005_12 |