Reaktion #1670488

Reaktionsgleichung

piroxicam

chloromethyl benzoate

KBr

→

4-(Benzoyloxy)methoxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto chromatographed title product, 2.3 g (4.9 mmol), 48.9%) white foam which
2. 2
   Sonstigegave white crystals from isopropyl alcohol

Vorschrift

By the procedure of Example 6, piroxicam (3.33 g, 10.1 mmol) and chloromethyl benzoate (4.29 g, 25.0 mmol) were converted to chromatographed title product, 2.3 g (4.9 mmol), 48.9%) white foam which gave white crystals from isopropyl alcohol: mp 149°-150° C.; IR (KBr) 1745, 1687 cm-1 ; 1H NMR (CDCl3) delta 3.07 (s, 3H), 5.89 (s, 2H), 6.97-7.08 (m, 1H), 7.19-7.35 (m, 2H), 7.35-7.63 (m, 2H), 7.63-7.99 (m, 6H), 8.22-8.35 (m, 2H), 9.22 (br s, 1H); precise mass calcd for C23H19N3O6S m/e 465.1001, found 465.1051

Quelle