ChemInform Abstract: Studies on Fluorine‐Containing Heterocyclic Compounds. Part 3. Reactions of 3,5‐Dinitro‐2‐chlorobenzotrifluoride and 3,5‐Dinitro‐4‐chlorobenzotrifluoride with Sulfur‐ and Nitrogen‐Containing Nucleophiles.

Abstract

ChemInform Abstract The chlorodinitrobenzotrifluorides (I) and (IV) mentioned in the title react with methyl thioglycolate (II) and triethylamine at room temperature, forming the benzothiazole N-oxides (III) or (V). (V) is converted to the nitroso derivatives (VI) upon refluxing with further (II). (IV) is coupled with the α-amino esters (VII) at room temperature, yielding the phenylamino esters (VIII). Reactions of (IV) with (VIIa) in refluxing ethanol, however, yields the ring closure products (IX) and (X).