Aniline → 2-Ethyl-4-hydroxy-N-phenyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

Participants

Reaction Steps

A mixture consisting of 1.65 gm (5 millimols) of 2-ethyl-4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid methyl ester -1,1-dioxide, 0.56 gm (6 millimols) of aniline and 150 ml of anhydrous xylene was refluxed for 24 hours in a Soxhlet apparatus equippedwith a 4-A-molecular sieve. After cooling, 1.8 gm (90% of theory) of 2-ethyl-4-hydroxy-N-phenyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m.p. 245°-247° C (from xylene), crystallized out of the reaction mixture.

Provenance & Evidence