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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356139Generated: October 27, 2026

2-(Benzenesulfonyl)-3-phenyloxaziridine → 2-Amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1356139

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Benzenesulfonyl)-3-phenyloxaziridineHCID 320405—
Reactant2-Amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrileHCID 18507260—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-Amino-4-chloro-6-methanesulfinyl-pyrimidine-5-carbonitrileHCID 1850727769.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586441B2
Source datasetuspto-grants-2003_07
ORD IDord-f9683dded9624c16a27081db2d32f211
Source noteuspto-grants-2003_07