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

HRID 1356151

Reaktionsgleichung

Reaktionsgleichung von HRID 1356151
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[C:5]([C:10]#[N:11])=[C:4]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.C1(C2[O:27]N2S(C2C=CC=CC=2)(=O)=O)C=CC=CC=1>ClCCl>[NH2:1][C:2]1[N:7]=[C:6]([S:8]([CH3:9])=[O:27])[C:5]([C:10]#[N:11])=[C:4]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1

Komponenten

4

Edukt 2

HCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 185073912-Amino-4-methylsulfanyl-6-phenoxy-pyrimidine-5-carbonitrile

Produkt 1

HCID 185073442-Amino-4-methanesulfinyl-6-phenoxy-pyrimidine-5-carbonitrileAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred suspension of 950 mg (3.68 mmol) 2-amino-4-methylsulfanyl-6-phenoxy-pyrimidine-5-carbonitrile in 20 ml dichloromethane was added 3.84 g (14.7 mmol) 3-phenyl-2-(phenylsulfonyl)oxaziridine and stirring continued for 24 hours at room temperature. The reaction mixture was then concentrated in vacuo and the residue resuspended in ether/hexane and filtered to afford 270 mg (27%) 2-amino-4-methanesulfinyl-6-phenoxy-pyrimidine-5-carbonitrile as a light yellow crystalline solid. ES-MS m/e (%): 275 (M+H+, 100).

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-33282ad0247142cab6529b07968f00c5
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06586441B2

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