Process for preparing 2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin

Details Process for preparing 2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin Process for preparing 2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin

1984-12-13

1986-07-08

Jiles, Henry R.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

C07D27902

Patent

active

045994064

ABSTRACT:
The process for the preparation of derivatives of 2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide of the formula ##STR1## wherein R represents hydroxy (Ia) or substituted hydroxy OR.sub.1 in which R.sub.1 is the cinnamoyl radical --CO--CH.dbd.CH--C.sub.6 H.sub.5 (Ib) consists in reacting a strong base salt of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide with an acyl chloride R.sub.1 Cl, in which R.sub.1 is the cinnamoyl radical, or R.sub.2 Cl, in which R.sub.2 is an aromatic or aliphatic C.sub.2 -C.sub.6 acyl radical to give the corresponding mixed anhydride, optionally esterified at position 4, which is then reacted with 2-aminopyridine to give the desired amide.

REFERENCES:
patent: 3960856 (1976-06-01), Genzer et al.
patent: 4100347 (1978-07-01), Hammen
patent: 4309427 (1982-01-01), Lombardino
patent: 4461768 (1984-07-01), Dell'Acqua et al.
Morrison et al., "Organic Chemistry Textbook", Allyn and Bacon, Inc., 1978, pp. 675, 793.

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