United States Patent Office Patented Feb
3,639,471 United States Patent Office Patented Feb. 1, 1972 2 In this reaction (i), therefore, an intramolecular 3,639,471 splitting off occurs of hydrogen chloride from the car PROCESS FOR THE PREPARATION OF SULFEN bamic acid chloride molecule. YLATED CARBAMIC ACD FLUOR DES Erich Klauke, Odenthal-Hahnenberg, and Engelbert It has not hitherto been known, or successfully carried Kuhle, Bergedorf, Gladbach, Germany, assignors to out, that in monosubstituted carbamic acid chlorides the Farbenfabriken Bayer Aktiengesellschaft, Leverkusen, hydrogen atom on the nitrogen atom can be reacted with Germany acid chlorides, that is, that the hydrogen atom can be re No Drawing. Filled July 3, 1968, Ser. No. 742,176 placed by an acid radical. In this second case, an inter Claims priority, application Germany, July 5, 1967, molecular, rather than an intramolecular, splitting off of F 52,861 0. hydrogen chloride would be necessary. Int. C. C07c51/58, 101/10, 125/00 'If monosubstituted carbamic acid chlorides are reacted U.S. C. 260-544 C 20 Claims with acid-binding agents, such as triethylamine, and sul fenic acid chlorides, such as trichloromethyl-sulfenyl chloride, there is also obtained the appropriate isocyanate, ABSTRACT OF THE DISCLOSURE 5 since the trichloromethyl-sulfenyl chloride does not react. Reacting N-mono-(substituted- and unsubstituted-ali Thus, there occurs here again an intramolecular, in phatic, e.g. lower alkyl, -cycloaliphatic, e.g. C5-6 cyclo stead of an intermolecular, splitting off of hydrogen alkyl; and -aromatic, e.g. phenyl and halo-, nitro-, lower chloride. alkyl-, lower alkoxy-, lower alkylmercapto- and/or tri The second case reaction can be represented for ex fluoromethyl-phenyl)-substituted carbamic acid fluoride 20 ample by the following formula scheme: with (substituted- and unsubstituted-alkyl, e.g.
[Show full text]