1-Chloroethyl acetate → HCID 13506650, compound

Participants

Reaction Steps

By the procedure of Example 5, piroxicam (2.00 g, 6.0 mmol) and alpha-chloroethyl acetate (2.22 g, 18.1 mmol) were converted to chromatographed title product, 1.17 g of yellow solid (2.8 mmol, 46.4%) which gave white crystals (1.08 g) upon crystallization from isopropyl alcohol: mp 161°-162° C.; IR (KBr) 1755, 1677 cm-1 ; 1H NMR (CDCl3) delta 1.72 (d, J=6 Hz, 3H), 1.95 (s, 3H), 3.13 (s, 3H), 6.39 (q, J=6 Hz, 1H), 7.07-7.18 (m, 1H), 7.65-7.96 (m, 5H), 8.30-8.42 (m, 2H), 9.52 (br s, 1H); precise mass calcd for C17H15N3O5S m/e (P+ --C2H4O) 373.0738, found 373.0678.

Provenance & Evidence