3-Hydroxy 2-methyl benzisothiazolines as intermediates in produc

Details 3-Hydroxy 2-methyl benzisothiazolines as intermediates in produc 3-Hydroxy 2-methyl benzisothiazolines as intermediates in produc

1981-10-05

1983-03-08

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544210, C07D27504

Patent

active

043762042

ABSTRACT:
Processes for the preparation of the antiinflammatory agent piroxicam and intermediates leading thereto, the first of which comprises reacting N-methylsaccharin with (N-2-pyridyl)haloacetamides and alkyl haloacetates in the presence of a metal hydride to give, respectively, piroxicam and alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides, intermediates which can be converted into piroxicam; and the second of which comprises reacting a novel alkyl 2-(2-methyl-3-hydroxy2,3-dihydro-1,2-benzisosulfonazol-3-yl)-2-haloacetate with a metal hydride to give alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides, intermediates leading to piroxicam.

REFERENCES:
patent: 3987038 (1976-10-01), Fabian et al.
patent: 4116964 (1978-09-01), Zinnes et al.
patent: 4213980 (1980-07-01), Sele et al.
patent: 4289879 (1981-09-01), Lombardino
patent: 4309427 (1982-01-01), Lombardino
patent: 4327091 (1982-04-01), Sele

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