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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 26, Number 11
BKCSDE 26(11)
November 20, 2005 

An Efficient Synthesis of 2-Alkyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxides
Muhammad Zia-ur-Rehman*, Jamil Anwar Choudary, Saeed Ahmad
Ionic liquid, N-Alkylation, 1,2-Benzothiazine-3-carboxamide, Piroxicam, Meloxicam
An efficient and environment friendly method has been described for the synthesis of various 2-alkyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxides starting from N-alkylation of sodium obenzosulfimide in an ionic liquid for the first time. Ring cleavage and ring closure of the resulting product were achieved in a single step in a cost effective solvent (methanol) followed by N-alkylation of resulting alkyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate in ionic liquid while boron triflouride was used as a catalyst along with molecular sieves in carboxamide formation step.
1771 - 1775
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