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    Production of N,N-Disubstituted p-Alkylmercaptoanilines
    47.
    发明专利
    Production of N,N-Disubstituted p-Alkylmercaptoanilines 未知

    公开(公告)号：GB1175002A

    公开(公告)日：1969-12-23

    申请号：GB527667

    申请日：1967-02-03

    Applicant: BASF AG

    Inventor： WEIDINGER HANS ,  EILINGSFELD HEINZ

    Abstract: 1,175,002. Alkyl mercapto anilines. BADISCHE ANILIN- & SODA-FABRIK A.G. 3 Feb., 1967 [4 Feb., 1966], No. 5276/67. Heading C2C. The invention comprises a N,N-di-substituted p-alkylmercaptoaniline of the formula in which R 1 and R 2 denote aliphatic, cycloaliphatic or araliphatic radicals and may, together with the nitrogen atom to which they are attached, form a 5- to 7-membered heterocyclic ring and R 3 denotes an alkyl radical and a process for the preparation thereof wherein an N,N-disubstituted aniline of the formula in which R 1 and R 2 have the meanings given above is reacted with a dialkyl sulphoxide and an acid chloride at a temperature of from 0‹ to 50‹ C., the reaction product is decomposed by heating to 100‹ to 150‹C. in the presence or absence of a primary or secondary amine, a N,N-disubstituted carboxylic acid amide or a N-alkylated lactam and the decomposition product is treated with an alkali. R 1 and R 2 with the nitrogen to which they are attached and together with an oxygen atom, or a sulphur atom or a tertiary nitrogen atom may form a 5- to 7-membered heterocyclic ring. The preparations of N,N-dimethyl-, N,N-tetramethylene-, N-ethyl-N-#-cyanoethyl-, N-ethyl- N-#-methoxy ethyl- and N,N-diethyl-p-methyl mercapto anilines are described.

    Production of nitroanthraquinones having free or formylated amino groups
    48.
    发明专利
    Production of nitroanthraquinones having free or formylated amino groups 未知

    公开(公告)号：GB1041528A

    公开(公告)日：1966-09-07

    申请号：GB2581065

    申请日：1965-06-18

    Applicant: BASF AG

    Inventor： EILINGSFELD HEINZ

    IPC: C09B1/20 ,  C09B1/22 ,  C09B1/40

    Abstract: Nitroanthraquinones containing in the anthraquinone nucleus one or more free or formylated amino groups are prepared by nitrating a N,N-dialkyl - N1 - anthraquinonylformamidinium chloride with a 65-85% HNO3 at 50-100 DEG C. or 85-100% HNO3, or 60-100% HNO3 and at least 85% H2SO4 containing up to 5% free SO3, at 0-50 DEG C., with subsequent heating in an aqueous medium at a pH of 0-14 to eliminate the formamidinium chloride radical. Other groups which may be attached to the anthraquinone nucleus are alkyl, acyl, sulphonalkylamide, carboxy, thiadiazole, oxdiazole or alkoxy groups, or chlorine or bromine atoms. The nitro compounds may be reduced to the corresponding amines with sodium hydrogen sulphide in water or zinc in acetic acid.

    Production of 1,3,4-oxadiazoles
    49.
    发明专利
    Production of 1,3,4-oxadiazoles 未知

    公开(公告)号：GB1034485A

    公开(公告)日：1966-06-29

    申请号：GB1692163

    申请日：1963-04-30

    Applicant: BASF AG

    Inventor： WEIDINGER HANS ,  EILINGSFELD HEINZ

    IPC: C07D271/10 ,  C07D271/107 ,  C07D413/04 ,  C09B1/22 ,  C09B43/00

    Abstract: 1 - Aminoanthraquinone - 2 - carboxylichydrazine is reacted with benzoic piperidide chloride to give the red cotton dye 2-(1-amino-anthraquinonyl - (2)) - 5 - phenyl - 1,3,4 - oxadiazole; 1 aminoanthraquinone - 2 - carboxylic hydrazide is reacted with propionic piperidide chloride to yield 2 - (1 - aminoanthraquinonyl-(2)) - 5 - ethyl - 1,3,4 - oxadiazole; 1 - aminoanthraquinone - 2 - carboxylic hydrazide with N,N - dimethyl - formamide chloride gives red crystals of 2 - (1 - aminoanthraquinonyl -(2))-1,3,4-oxadiazole.ALSO:2-Substituted 1,3,4-oxadiazoles are prepared by reaction at a temperature between 20 DEG and 200 DEG C. in the presence of an alcohol and a teriary amine, of a N,N-disubstituted carboxylic amide chloride having the general formula: in which R1 denotes a hydrogen atom, a C1 to C4 aliphatic hydrocarbon radical, a cycloaliphatic radical having 6 to 8 carbon atoms or an aryl radical which contains 6 to 16 carbon atoms and may bear an alkoxy group having 1 to 4 carbon atoms, a chlorine atom, a dialkyl amino group having one to four carbon atoms in each alkyl, a nitro group, and/or a quinone grouping, R2 and R3 may each denote an alkyl radical having 1 to 4 carbon atoms or the two alkyl radicals together with a nitrogen atom may form a 5 to 7-membered heterocyclic ring, together with a carboxylic hydrozide having the general formula: in which R4 denotes an aliphatic radical having 1 to 7 carbon atoms, a cycloaliphatic radical having 6 to 8 carbon atoms, a piridine or an aryl radical which contains 6 to 16 carbon atoms and may bear an alkoxy group having 1 to 4 carbon atoms, a chlorine atom, a dialkyl amino group with 1 to 4 carbon atoms in each alkyl group, an amino group, a nitro group, or a quinone grouping and/or a carboxylic hydrozide. group. It is preferred to prepare the N,N-disubstituted carboxylic amide chloride in the reactor by treating the corresponding carboxylic amide with phosgene. In the examples benzoic piperidide chloride is reacted with benzoic hydrazide to yield 2,5-diphenyl-1,3,4-oxadiazole; N,N-dimethyl-formamide chloride is reacted with p-nitrobenzoic hydrozide to give 2 - (4 - nitrophenyl) - 1,3,4 - oxadiazole; 1-aminoanthraquinone - 2 - carboxylic-hydrozide with benzoic piperidide chloride gives the red cotton dye 2-(1-aminoanthraquinonyl-(2))-5-phenyl-1,3,4-oxadiazole terephthalic dihydrazide is reacted with benzoic piperidide chloride to give 1,4 - di - (5 - phenyloxadiazalolyl - (2))-benzene; N,N - dimethyl - p - methoxybenzomide chloride is reacted with benzoic hydrazide to give 2-p-methoxyphenyl-5-phenyl-1,3,4 - oxadiazole; N,N - dimethylcylclohexene carboxylic amide chloride is reacted with benzoic hydrazide to yield 2-phenyl-5-cyclohexyl - 1,3,4 - oxadiazole; 1 - aminoanthraquinone-2-carboxylic hydrazide is reacted with propionic piperidide chloride to yield 2-(1-aminoanthraquinonyl - (2)) - 5 - ethyl - 1,3,4-oxadiazole benzoic piperidide chloride is reacted with isonicotinic hydrazide to give 2-pyridyl-5-phenyl-1,3,4-oxadiazole; acetic hydrazide is reacted with N,N-dimethyl acetamide chloride yielding 2,5-dimethyl-1,3,4-oxadiazole.

    Heterocyclic aminochloro compounds
    50.
    发明专利
    Heterocyclic aminochloro compounds 未知

    公开(公告)号：GB1011984A

    公开(公告)日：1965-12-01

    申请号：GB3478962

    申请日：1962-09-12

    Applicant: BASF AG

    Inventor： WEIDINGER HANS ,  WELLENREUTHER GERHARD ,  EILINGSFELD HEINZ

    IPC: C07C209/36

    Abstract: Amino derivatives of heterocycles, defined as quinazolines, or quinazolines, pyrimidines and 1,3,5-triazines containing an aryl radical, which heterocycles contain one or two in which R1 is hydrogen or aryl, R2 is morpholino or aryl, R3 is chlorine, morpholine, aryl, arylamino, R4 is morpholine, aryl, arylamino, and the carbocyclic rings in the above formulae may be chlorine or methoxy substituted. Specified diluents preferred are water miscible, e.g. aliphatic ketones, cyclic ethers such as dioxan, groupings and wherein the amino groups are attached to a carboxylic ring, are produced by hydrogenating the corresponding nitro derivatives in a solvent or diluent in the presence of Raney nickel catalyst and of tertiary amines or stoically hindered secondary amines, the amount of hydrogen absorbed being that required to convert a nitro into an amino group, the hydrogenation being preferably conducted at 10 DEG to 50 DEG C. Per se are claimed compounds of the general Formula I to VII: tetrahydrofuran, which may also contain water. Numerous detailed working examples of the process and named products are given. Specification 927,974 is referred to.

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