Ueber die Einwirkung von Phosgen auf o‐Diamine

Nitration of 2-methylthiazole

“…(18) The analytical samples from earlier runs melted at 134-136°(hexane) for 2 and 70,5-72.5°(hexane) for 1. (19) The column temperature was set at 120°and then abruptly reset at 250°after 2-methylthiazole passed through the column in order to get welldefined, reproducible peaks.…”

The Chemistry of the Benzimidazoles.

“…A rather wide variety of o-diamines have been used successfully in this reaction, including those which contain alkyl (303), alkoxy (157), halogen (243,303), carboxy (155, 192,193), carbalkoxy (397), arsonic acid (421), and stibinic acid (360, 704, 706) groups on the benzene ring. N-Monosubstituted o-phenylenediamines lead to 1-substituted benzimidazolones (421,608).…”

Formation and Behavior of Some Carboaryloxyaminoanilines

“…The identity of this compound was established by comparing it with that obtained from the interaction of o-phenylenediamine and phosgene as described by Michler and Zimmermann (11). Analysis of the product here in question indicated that it was o-phenyleneurea, now designated as benzimidazolon (12), and first obtained by Hartmann (7), who reported the melting point 307-308°. The m-and pcarbophenoxyaminoanilines do not give cyclic ureas when treated with alkali under these conditions.…”