2-(Benzenesulfonyl)-3-phenyloxaziridine → HCID 18507288, compound

HRID 1355943Notes

Reaction equation

HRID 1355943 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)[C:5]([C:15]#[N:16])=[C:4]([S:17][CH3:18])[N:3]=1.C1(C2[O:27]N2S(C2C=CC=CC=2)(=O)=O)C=CC=CC=1>ClCCl>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)[C:5]([C:15]#[N:16])=[C:4]([S:17]([CH3:18])=[O:27])[N:3]=1

Participants

4

Reactant 2

HCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 2835646HCID 2835646, compound

Product 1

HCID 18507288HCID 18507288, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred suspension of 680 mg (2.66 mmol) 2-amino-4-furan-2-yl-6-methylsulfanyl-pyridine-3,5-dicarbonitrile in 25 ml dichloromethane was added 1,39 g (5.32 mmol) 3!phenyl-2-(phenylsulfonyl)oxaziridine and stirring continued for 48 hours at room temperature. The resulting crystals were collected by filtration and washed with cold dichloromethane to afford 670 mg (93%) 2-amino-4-furan-2-yl-6-methanesulfinyl-pyridine-3,5-dicarbonitrile as a light brown crystalline solid. ES-MS m/e (%): 295 (M+Na+, 70), 273 (M+H+, 100).

Workup

  1. filtrationThe resulting crystals were collected by filtration
  2. washwashed with cold dichloromethane

Sources & evidence

ORD record
ord-c094ed3550474de8973fb66f69bc69dc
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

Loading…