Sulphamylanthranilic acids prepared from nitrobenzoic

    公开(公告)号:DE1808016A1

    公开(公告)日:1970-01-08

    申请号:DE1808016

    申请日:1968-11-09

    Applicant: HOECHST AG

    Abstract: Prepn. of sulphamylanthranilic acids of formula (I) by the method given under 'PREPARATION'. Hal = Cl, Br R = benzyl, thienyl, furfuryl (I) are diuretic and saluretic agents. A mixt. of 3-sulphamyl-4-chloro-6-nitrobenzoic acid (10 g) and benzylamine (40 ml) is stirred at 100-110 deg. for 1 hr. and the hot mixt. poured into 2N-HCl (400 ml). The recovered product is dried, powdered, extd. several times with CH2Cl2 and then purified by charcoal treatment in aq. NaHCO3 soln. to yield 3-sulphamyl-4-chloro-6-benzylaminobenzoic acid (65%). m.p. 240 deg.

    3.
    发明专利
    未知

    公开(公告)号:DE1240873B

    公开(公告)日:1967-05-24

    申请号:DEF0044629

    申请日:1964-12-08

    Applicant: HOECHST AG

    Abstract: 1,126,672. Sulphamoylanthranilic hydroxylamides. FARBWERKE HOECHST A.G. 6 Dec., 1965 [8 Dec., 1964], No. 51658/65. Heading C2C. Novel compounds of the formula wherein R 1 is a benzyl, furfuryl or thenyl-(2) group, R 2 is a hydrogen or C 1-3 alkyl, R 3 is hydrogen or methoxy and X is Cl or Br are made either by reacting an appropriate 2,4-dihalo-5-sulphamoyl-benzoic hydroxylamide with an amine R 1 NH 2 , or by reacting a reactive derivative of a 4-halo-5-sulphamoyl-anthranilic acid, such as a halide or a symmetrical or mixed anhydride, with a hydroxylamine compound R 2 ONH 2 . 2,4 - Dihalo - 5 - sulphamoyl - benzoic hydroxylamide starting materials are made by treating the corresponding 2,4-dihalo-5-sulphamoyl-benzoic acid with thionyl chloride and reacting the resulting acid chloride with an amine R 2 ONH 2 . 4 - Halo - 5 - sulphamoyl - anthranilic acid halides and anhydrides are prepared from the free acid by standard methods for preparing acid halides and anhydrides. Pharmaceutical preparations having diuretic and saliuretic activity comprise the above compounds of the invention and a carrier, preferably in forms adapted to oral or parenteral administration.

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