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11. 发明专利

GB954814A New phthalimidomethylanilines 未知
公开(公告)号：GB954814A
公开(公告)日：1964-04-08
申请号：GB3837161
申请日：1961-10-26
申请人： MONSANTO CHEMICALS
发明人： MCCALL ERNEST BRYSON , BROWN JOSEPH PATRICK
IPC分类号： C07D209/48 , C08K5/00
摘要： The invention comprises phthalimidomethylanilines of formula: where R represents hydrogen or one or more substituents selected from halogen, nitro, alkyl and alkoxy; R1 is hydrogen or alkyl; R2 is nitro, aliphatic (defined as including cycloaliphatic and araliphatic) hydrocarbyl (provided that where R is hydrogen said group contains two or more carbon atoms); aliphatic-oxy (provided that where R is hydrogen said group contains three or more carbon atoms); a group having the structure: where R is hydrogen or an inert substitutent (e.g. alkyl or alkoxy) and there is also present a substituent R3 in the nucleus to which a group R2 of this structure is attached; or R2 is -NR4R5 where both R4 and R5 are alkyl or R4 is hydroge and R5 is alkyl, aryl or acyl (which may be derived from a carboxylic or sulphonic acid), or (provided the group -NR4R5 is in the o- or m-position to the nitrogen atom to which R1 is linked) a phthalimidomethyl group. They are prepared by reacting a phthalimide, formaldehyde and an aniline either simultaneously, or by adding the aniline to a preformed mixture of formaldehyde and the phthalimide, or by first making an N-hydroxymethylphthalimide from formaldehyde and the phthalimide and reacting this with the aniline. An inert diluent may be used. Temperatures of 0-100 DEG C. are mentioned. The products are vulcanisation accelerators (see Division C3). N-hydroxymethylphthalimide is prepared from phthalimide and formalin.ALSO:Vulcanisation accelerators for natural and synthetic rubbers comprise phthalimidomethylanilines of formula: where R represents hydrogen or one or more substituents selected from halogen, nitro, alkyl and alkoxy; R1 is hydrogen or alkyl; R2 is nitro, aliphatic (defined as including cycloaliphatic and araliphatic) hydrocarbyl (provided that where R is hydrogen said group contains two or more carbon atoms); aliphatic-oxy (provided that where R is hydrogen said group contains three or more carbon atoms); a group having the structure. where R3 is hydrogen or an inert substituent (e.g. alkyl or alkoxy) and there is also present a substituent R3 in the nucleus to which a group R2 of this structure is attached; or R2 is - NR4R5 where both R4 and R5 are alkyl or R4 is hydroge and R5 is alkyl, aryl or acyl (which may be derived from a carboxylic or sulphonic acid), or (provided the group -NR4R5 is in the o- or m-position to the nitrogen atom to which R1 is linked) a phthalimidomethyl group.

12. 发明专利

GB852374A Phenolic amino compounds 未知
公开(公告)号：GB852374A
公开(公告)日：1960-10-26
申请号：GB324058
申请日：1958-01-31
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK
摘要： An (N:N-disubstituted-amino)-methyl-2-alkylphenol is obtained by the reaction of a 2-alkylphenol, wherein the alkyl group is n-tridecyl, n-tetradecyl or n-pentadecyl, with formaldehyde and a secondary amine R1R2NH, wherein R1 and R2 are alkyl groups or together form an alkylene chain which may be interrupted by another hetero atom. In an example 4-bromoanisole is condensed with myristoyl chloride in presence of aluminium chloride to give 4-bromo-2-myristoyl-anisole, this is reduced by means of zinc amalgam and hydrochloric acid to 4-bromo-2-n-tetradecylanisole, this is refluxed with hydriodic acid to give 2-n-tetradecylphenol and this is reacted with dimethylamine and paraformaldehyde to give an N:N-dimethylaminomethyl-2-n-tetradecylphenol, the hydrochloride of which is also described. Other amines referred to are diethylamine, di-n-propylamine, morpholine and piperidine, and other salt-forming reagents mentioned are hydrohalic acids and alkyl halides. The products of the invention are stated to have anti-tubercular properties.

13. 发明专利

GB836934A Phenolic amino compounds 未知
公开(公告)号：GB836934A
公开(公告)日：1960-06-09
申请号：GB3095557
申请日：1957-10-03
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK
摘要： The invention comprises a process for the preparation of 2-(N,N - disubstituted - amino)-methyl-4-alkyl phenols of the structure (in which the R's are alkyl groups or together form a chain, the ends of which are linked to the N atom, and R1 is an alkyl group of at least 4 carbon atoms), by reduction of the corresponding alkyl-salicyl-disubstituted amides of the structure The reduction is preferably carried out by means of lithium aluminium hydride in an anhydrous system; but catalytic hydrogenation may also be employed. In an example, a mixture of 5-n-tetradecylsalicyldimethylamide, dry ether and lithium aluminium hydride is refluxed; and then, after standing overnight, the reaction-mixture is treated with aqueous sodium hydroxide and wet ether. Filtration and evaporation of ether from the filtrate gives 2-dimethylamino-methyl-4-n-tetradecylphenol. This compound together with its salts, is claimed per se. The hydrochloride is prepared by dissolving the free base in methanolic hydrogen chloride, and then allowing the solution to evaporate. This salt has anti-tubercular properties. It is stated that the R groups, in the above formul , can form with the N atom a piperidine or morpholine ring. 5 - n - Tetradecylsalicyldimethylamide is obtained by the action of thionyl chloride, followed by dimethylamine, on 5-n-tetradecylsalicylic acid. 5-n-Tetradecylsalicylic acid is obtained by the reduction of 5-myristoylsalicylic acid with zinc amalgam and aqueous hydrochloric acid. 5-Myristoylsalicylic acid is obtained by the reaction between salicylic acid and myristoyl chloride in the presence of aluminium chloride.

14. 发明专利

GB813926A Preparation of substituted dithiobiurets 未知
公开(公告)号：GB813926A
公开(公告)日：1959-05-27
申请号：GB1921956
申请日：1956-06-21
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK , MCCALL ERNEST BRYSON
IPC分类号： C07C335/28
摘要： The invention comprises N,N,N11,N11-tetramethyldithiobiurets in which the central nitrogen atom (N1) is substituted by an aryl group having a chloro, methoxy, ethoxy or nitro substituent, and a process for the preparation of N,N,N11,N11-tetraalkyldithiobiurets in which a dialkylthiocarbamyl chloride is reacted with a primary arylamine in the presence of a tertiary amine. Preferably, substantially one molecular proportion of primary arylamine is used for each two molecular proportions of dialkylthiocarbamyl chloride and at least one molecular proportion of tertiary amine is used for each molecular proportion of the latter. In examples, p-chloroaniline is reacted in toluene with N : N-dimethylthiocarbamyl chloride in the presence of pyridine to yield N : N : N11 : N11-tetramethyl - N1 - (p - chlorophenyl) dithiobiuret, and N : N : N11 : N11 - tetramethyl - N1 - (p-ethoxyphenyl) dithiobiuret is obtained by reacting p-phenetidine with N : N-dimethylthiocarbamyl chloride in the presence of pyridine. Additional starting materials specified are aniline, a -naphthylamine, o-chloroaniline, 2 : 4 - and 3 : 4 - dichloroaniline, o - and p-anisidine, o-phenetidine and p-nitraniline.

15. 发明专利

GB810154A Preparation of chlorinated aryloxybutyric acids 未知
公开(公告)号：GB810154A
公开(公告)日：1959-03-11
申请号：GB3638356
申请日：1956-11-28
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK
IPC分类号： C07C59/68
摘要： In a process for the preparation of chlorinated aryloxybutyric acids an aryloxybutyric acid is chlorinated in the molten state. Examples of acids prepared by the process are g -(2:4-dichlorophenoxy) - butyric and g - (2 - methyl - 4-chlorophenoxy)-butyric acids. Chlorinating agents specified are chlorine and sulphuryl chloride. The products may be purified by recrystallisation, e.g. from benzene. In an example g -phenoxybutyric acid is treated with chlorine until the weight of the reaction mixture has increased by an amount corresponding to the introduction of two nuclear substituent atoms. Specification 607,113 is referred to.

16. 发明专利

GB738178A Improvements relating to the production of esters of hydroxy aryl carboxylic acids 未知
公开(公告)号：GB738178A
公开(公告)日：1955-10-12
申请号：GB3181752
申请日：1952-12-16
申请人： MONSANTO CHEMICALS
发明人： BAXTER RICHARD ALLEN , BROWN JOSEPH PATRICK
IPC分类号： C07C69/88
摘要： Monoesters of ethylene glycol with hydroxy-aryl carboxylic acids are prepared by heating ethylene glycol with a lower alkyl ester of a hydroxy-aryl carboxylic acid in the presence of a base derived from an alkali metal. By "lower" alkyl is meant an alkyl group containing from one to four carbon atoms. Suitable hydroxy-aryl acids are, for example, salicylic acid, p-hydroxy-benzoic acid or m-cresotinic acid. Acids containing a naphthalene nucleus are also suitable. The base derived from an alkali metal may be inorganic or organic, e.g. alkali metal hydroxides, carbonates, bicarbonates, alcoholates and alkali metal salts of weak organic acids such as salicylates and acetates. Preferably the lower alkanol formed as a by-product is removed continuously by distillation. In the examples: (a) ethylene glycol and methyl salicylate are heated in the presence of (i) sodium carbonate; (ii) potassium carbonate and (iii) sodium hydroxide, to give ethylene glycol monosalicylate; and (b) ethylene glycol and methyl-m-cresotinate are heated in the presence of potassium carbonate to give ethylene glycol-mono-m-cresotinate.

17. 发明专利

GB1174830A Dithioloquinoline Derivatives and Processes for their Preparation 未知
公开(公告)号：GB1174830A
公开(公告)日：1969-12-17
申请号：GB2617867
申请日：1967-06-07
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK
IPC分类号： C07D495/04
摘要： 1,174,830. Dithioloquinoline derivatives and processes for their preparation. MONSANTO CHEMICALS Ltd. 15 May, 1968 [7 June, 1967], No. 26178/67. Addition to 1,040,552. Heading C2C. Dithioloquinoline imine derivatives of the formula wherein R represents hydrogen, an aromatic group, an aliphatic group or an acyl group, R 1 and R 2 represent the same or different aliphatic groups, R 4 is an aliphatic or aromatic group, and one or more substituents may be present in the benzene ring of the dihydroquinoline nucleus, may be obtained by reacting a primary amine of the formula R 4 -NH 2 with a dithioloquinoline derivative of the formula wherein R 3 represents an aliphatic group and X represents an anion of valency n, which compounds may themselves be obtained by reacting a compound of the formula R n 3 X with a dithioloquinoline-thione derivative of the formula when the radical R is an acyl group it may be derived from a carboxylic or sulphonic acid; the anion X is generally derived from an acid having a dissociation or first dissociation constant in aqueous solution at 25‹ C. greater than 10 -1 , examples of such anions being halide, sulphate, hydrogen sulphate, alkosulphate and nitrate. The radicals R 1 -R 4 may be substituted, for example by halogen, alkoxy, phenoxy, hydroxyl, amino, nitro or carboxylic groups, and quinoline derivatives which are substituted in the benzene ring include compounds where the substituent is, for example, an aliphatic group as defined for R, an aliphatic-oxy group, an alkenyl-oxy group, an aralkoxy group, an aromatic group which may be substituted, a halogen, a nitro group, an amino group which may be substituted, or a methylene group to which a second quinoline derivative of Formula II is linked. The products are stated to be useful as rubber additives and microbiocidal agents.

18. 发明专利

GB1094723A Flame-retardant resin materials and new halogen-containing flame-retardant esters 未知
公开(公告)号：GB1094723A
公开(公告)日：1967-12-13
申请号：GB507165
申请日：1965-02-05
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK , WHITBY FRANCIS JOHN
IPC分类号： C08K5/11
摘要： A normally inflammable synthetic resin is compounded with a flame-retardant which is a halogen-containing ester of an ethylenically unsaturated dicarboxylic acid wherein one or both carboxylic groups are esterified. The resin may be polystyrene which may be dissolved in chloroform together with the flame-retardant e.g. bis(2, 3-dibromopropyl) 2,3-dibromofumarate or bis (2,3-dibromopropyl) maleate.ALSO:An ester having the formula ROOC.CX=CX.COOR1 where X is a halogen, e.g. bromine, R is a 2, 3-dihalopropyl, e.g. dibromopropyl, group and R1 is R or H is claimed and may be produced by the addition of halogen to the allyl group(s) in an allyl ester of formula R2OOC.CX=CX.COOR3 where X is a halogen, R2 is an allyl group and R3 is R2 or H. In examples: (1) allyl alcohol is reacted with dibromomaleic anhydride to form allyl hydrogen 2,3-dibromomaleate which is then treated with bromine to form 2,3-dibromopropyl hydrogen 2,3-dibromomaleate; and (2) allyl alcohol is reacted with dibromomaleic anhydride to form diallyl 2,3-dibromofumarate which is then treated with bromine to form bis-(2,3-dibromopropyl) 2,3-dibromofumarate.

19. 发明专利

GB1088443A Mycrobacteriostatic compositions 未知
公开(公告)号：GB1088443A
公开(公告)日：1967-10-25
申请号：GB2850565
申请日：1965-07-06
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK
IPC分类号： A61K31/275
摘要： Detergent compositions comprise a fluoronitrobenzonitrile and a diluent, together with a surface active agent. The surface active agent may be ionic e.g. a soap or the sodium salt of an alkylated aromatic sulphonic acid or non-ionic e.g. an ether or ester of polyethylene glycol such as polyoxyethylene sorbitan monooleate. The compositions may be solid or liquid e.g. solutions, suspensions, or emulsions. The invention also comprises soaps incorporating a fluoronitrobenzonitrile.ALSO:Mycobacteriostatic compositions comprise a fluoronitrobenzonitrile together with a diluent. The compositions may be in the form of solutions, suspensions, emulsions, ointments, or dusting powders. Surface active agents may be incorporated in the compositions. One or more other compounds having fungistatic or bacteriostatic properties may also be included. Materials, e.g. cloth, leather, wood, wood pulp, or agricultural products, that are subject to deterioration by bacterial or fungal action may be preserved by treatment with a fluoronitrobenzonitrile. The fluorobenzonitriles may also be incorporated in soaps, paints, waxes and plastics.

20. 发明专利

GB1040552A New sulphur-containing quinoline derivatives 未知
公开(公告)号：GB1040552A
公开(公告)日：1966-09-01
申请号：GB1530864
申请日：1964-04-14
申请人： MONSANTO CHEMICALS
发明人： BROWN JOSEPH PATRICK
IPC分类号： C07D495/04 , C08K5/45
摘要： The invention relates to a 4,5-dihydro-4,4-dialiphatic -2,3-dithiolo[5,4,c]quinoline-1-thione having the general formula in which R is hydrogen, aliphatic, aromatic or acyl group, R1 and R11 are each an aliphatic group, e.g. methyl and one or more substituents may be present in the benzene ring of the dihydro quinoline nucleus, e.g. an aliphatic, aliphatic-oxy, aromatic group or a halogen atom. The compounds may be prepared by reacting a 1,2 - dihydro - 2,2 - dialiphatic - 4 - methyl-quinoline with from 2.5 to 5 atomic proportions of sulphur at a temperature from 150 DEG to 250 DEG C. and in an inert solvent.

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