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HRID 1274545Erstellt: 26. Oktober 2026

Acetic Acid → 3-[3-(6-Methoxy-3,4-xylyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1274545

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktWaterHCID 962—
Edukt2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 3723862—
Edukt5-Amino-3-(6-methoxy-3,4-xylyl)-1,2-benzisothiazoleHCID 18314503—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-[3-(6-Methoxy-3,4-xylyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 1547761262,4%

Reaktionsschritte

A mixture of 5-amino-3-(6-methoxy-3,4-xylyl)-1,2-benzisothiazole (8.53 g, 30.0 mmol), 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (6.87 g, 33.0 mmol) and acetic acid is refluxed for 2 hours, cooled, and poured into water. The resultant aqueous mixture is filtered to obtain a solid. A solution of the solid in methylene chloride is washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain an oil. Column chromatography of the oil using silica gel and a 5% diethyl ether in methylene chloride solution gives the title product as a yellow foam (8.37 g, 62.0%) which is identified by NMR spectral analyses.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06156700
Quelldatensatzuspto-grants-2000_12
ORD IDord-9d1e892e80704d99a6cb91d363b8005e
Quellennotizuspto-grants-2000_12