HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Benzenesulfonyl)-3-phenyloxaziridine → 2-Amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Benzenesulfonyl)-3-phenyloxaziridine | HCID 320405 | — |
| Reactant | 2-Amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile | HCID 18507260 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile | HCID 18507277 | 69.4% |
Reaction Steps
To a stirred suspension of 2.00 g (9.97 mmol) 2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile in 6 ml dichloromethane and 20 ml DMF was added 5.21 g (19.9 mmol) 3-phenyl-2-(phenylsulfonyl)oxaziridine and stirring continued for 16 hours at room temperature. The reaction mixture was then concentrated in vacuo and the residue recrystallised from ether/dichloromethane to afford 1.50 g (69%) 2-amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile as a white crystalline solid. ES-MS m/e (%): 239 (M+Na+, 45), 234 (M+NH4+, 55), 217 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06586441B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-f9683dded9624c16a27081db2d32f211 |
| Source note | uspto-grants-2003_07 |