Patent GB-633513-A (GB)
Title: Manufacture of dyestuffs and intermediates
IPC: C09B9/00
Filed: 1947-07-02
Abstract: Leuco-sulphuric esters are made by treating a dyestuff or dyestuff intermediate in presence of a metal and an organic sulphonamide as defined below, with or without diluents, with sulphur trioxide or equivalent as in the parent Specification. The amides are of the formula R.SO2.NR1R2, where R is an organic radicle, R and R2 are hydrocarbon radicals or substituted hydrocarbon radicals which may be the same or different and which may be connected to form with the nitrogen atom a closed ring, and where one of the radicals R1 and R2 may be connected to R1 when R is an organic radical to form, together with the sulphur and nitrogen atoms a closed p  ring.  Starting materials specified are anthraquinone, 2-chloranthraquinone, 2-chloro-3-acetylaminoanthraquinone, 1.4-dibenzoylaminoanthraquinone, 1.4 - di - (m - methanesulphonylbenzoylamino)-anthraquinone, 16.17-dimethoxy-dibenzanthrone, 4.10-dibromoanthanthrone dibenzpyrenequinone, 1.11.4.111-trianthrimide-carbazole, tetrabromindigo, and thioindigo.  Amides specified are N.N-diethyl-p-toluenesulphonamide and N.N-diethylethanesulphonamide. Diluents specified are acetone, methyl ethyl ketone, acetonitrile, benzonitrile, benzene, nitrobenzene, pyridine, triethylamine.  Iron, copper, nickel, and brass are specified as metals, and quaternary ammonium salts such as tetramethylammonium chloride.  Examples describe the manufacture of the leuco-sulphuric esters of (1) dimethoxydibenzanthrone, and (2) anthraquinone, in presence of N.N-diethyl-p-toluenesulphonamide.  Specifications 633,478, 633,480, [both in Group IV (c)]; 633,481; 633,483, 633,484, 633,485, 633,486, [all in Group IV (c)]; 633,487; 633,492, [Group IV (c)]; 633,493; 633,498, 633,499, 633,501, 633,502, 633,504 and 633,505, [all in Group IV (c)], are referred to.ALSO:Leuco-sulphuric esters are made by treating a dyestuff or dyestuff intermediate in presence of a metal and an organic sulphonamide as defined below, with or without diluents, with sulphur trioxide or equivalent as in the parent Specification. The amides are of the formula R.SO2.NR1R2, where R is an organic radicle, R1 and R2 are hydrocarbon radicals or substituted hydrocarbon radicals which may be the same or different and which may be connected to form with the nitrogen atom a closed ring, and where one of the radicals R1 and R2 may be connected to R, when R is an organic radical to form, together with the sulphur and nitrogen atoms a closed ring.  Starting materials specified are anthraquinone, 2 p - chloranthraquinone, 2 - chloro - 3 - acetylaminoanthraquinone, 1 : 4 - dibenzoylaminoanthraquinone, 1 : 4 - di - (m - methanesulphonylbenzoylamino) - anthraquinone, 16 : 17-dimethoxydibenzanthrone, 4 : 10 - dibromoanthanthrone, dibenzpyrenequinone, 1:11:4:111-trianthrimide - carbazole, tetrabromindigo, and thioindigo.  Amides specified are N : N-diethyl - p - toluenesulphonamide and N : N-diethylethanesulphonamide. Diluents specified are acetone, methyl ethyl ketone, acetonitrile, benzonitrile, benzene, nitrobenzene, pyridine, triethylamine.  Iron, copper, nickel, and brass are specified as metals, and quaternary ammonium salts such as tetramethylammonium chloride.  Examples describe the manufacture of the leuco-sulphuric esters of (1) dimethoxy-dibenzanthrone, and (2) anthraquinone, in presence of N : N - diethyl - p - toluene-sulphonamide.  Specifications 633,478, 633,480, 633,481, 633,483, 633,484, 633,485, 633,486, 633,487, 633,492, 633,493, 633,498, 633,499, 633,501, 633,502, 633,504 and 633,505 are referred to.