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1. 发明专利

GB665315A Phosphorous-containing derivatives of m-aminophenols and process for the manufactureof same 未知
公开(公告)号：GB665315A
公开(公告)日：1952-01-23
申请号：GB1197049
申请日：1949-05-04
申请人： ROCHE PRODUCTS LTD , ALEXANDER LANG MORRISON , FRANK RATCLIFFE ATHERTON
IPC分类号： C07F9/12
摘要： The invention comprises compounds of the formula and wherein R1 is an alkoxy group, the alkyl group of which contains not more than 8 carbon atoms (including isoalkyl and cyclohexyl groups), R11 is an alkyl group containing not more than 8 carbon atoms (including isoalkyl and cyclohexyl groups), R111 is an alkyl group containing not more than 4 carbon atoms, and X is a monovalent anion; and also the preparation of such compounds by reacting m-dimethylaminophenol in the form of an alkali metal derivative with a dialkyl halogenophosphonate and converting the product, if desired, to the quaternary-ammonium compound in known manner. Examples are given of the preparation of m-dimethylaminophenyl-diethyl phosphate, m-dimethylaminophenyl-di-isopropyl phosphate, m-dimethylaminophenyl-dimethyl phosphate, m - dimethylaminophenyl - dimethylphosphate - methyl - methyl sulphate, m - dimethylaminophenyl - diethylphosphate - methyl - methyl sulphate, m - dimethylaminophenyl - di - isopropylphosphate-methyl-methyl sulphate, m-dimethylaminophenyl - di - sec. - butyl phosphate, and m - dimethylaminophenyl - di - sec.-butyl-phosphate-methyl-methyl sulphate.

2. 发明专利

IE19010L PHOSPHORUS DERIVATIVES OF m-AMINOPHENOLS 未知
公开(公告)号：IE19010L
公开(公告)日：1950-11-04
申请号：IE19450
申请日：1950-05-01
申请人： ROCHE PRODUCTS LTD , ALEXANDER LANG MORRISON , FRANK RATCLIFFE ATHERTON
IPC分类号： C07F9/00

3. 发明专利

GB621231A The manufacture of tertiary carbinols 未知
公开(公告)号：GB621231A
公开(公告)日：1949-04-06
申请号：GB159047
申请日：1947-01-17
申请人： ROCHE PRODUCTS LTD , ALEXANDER LANG MORRISON , HEINRICH RINDERKNECHT
IPC分类号： C07D211/22
摘要： Tertiary carbinols of the general formula: in which R, together with R2, represent a heterocyclic ring which includes the nitrogen atom, and R3 is alkyl, are prepared by the reaction in an inert solvent of a phenyl magnesium halide with an ester of the formula: in which R is, e.g. an ethyl group. It is preferred to use a salt of the amino-ester, in which case a small amount in excess of three molecular proportions of phenyl magnesium halide is necessary. In the example: 3-(diphenyl-hydroxymethyl)-1-methyl piperidine is prepared via the hydrochloride from N-methyl-hexahydronicotinic acid ethyl ester hydrochloride in bezene and phenyl magnesium bromide in ether. Specification 615,136 is referred to.

4. 发明专利

GB601329A Improvements in or relating to the manufacture of substituted ªÏ-(benzenesulphonyl)-acetophenones 未知
公开(公告)号：GB601329A
公开(公告)日：1948-05-04
申请号：GB2544245
申请日：1945-10-01
申请人： ROCHE PRODUCTS LTD , FRANZ BERGEL , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS , HEINRICH RINDERKNECHT
摘要： Substituted o - (benzenesulphonyl) - acetophenones of the general formula wherein R1 represents hydrogen, chlorine or bromine, R2 a halogen atom or a hydroxy or amino group and R3 an amino or aminomethyl group, are manufactured by condensing an o -halogenoacetophenone (wherein R4 represents a halogen atom or a hydroxy or acylamino group and X chlorine, bromine or iodine) with an alkali metal salt of a sulphinic acid. (wherein R5 represents an amine or aminomethyl group protected by an acyl residue) in an inert solvent, and hydrolysing the product to the free amino compound with dilute mineral acid. In examples: (1) the sodium salt of p-acetaminobenzenesulphinic acid is refluxed with o - chloro - p - acetaminoacetophenone in ethanol, and the product is boiled with 2N-hydrochloric acid to produce (after neutralization) o - (p - aminobenzenesulphonyl) - p - aminoacetophenone; (2) o : 2 : 4-trichloroacetophenone similarly yields o -(p-aminobenzenesulphonyl) - 2 : 4 - dichloroacetophenone; (3) o - chloro - p - hydroxyacetophenone similarly gives o - (p - aminobenzenesulphonyl)-p-hydroxyacetophenone; (4), (5) and (6) the sodium salt of p-acetaminobenzenesulphinic acid in (1), (2) and (3) respectively is replaced by the sodium salt of p-acetaminomethyl-benzene sulphinic acid.

5. 发明专利

GB594185A A process and apparatus for the manufacture of sterile surgical dressings 未知
公开(公告)号：GB594185A
公开(公告)日：1947-11-05
申请号：GB1643245
申请日：1945-06-27
申请人： HERTS PHARMACEUTICALS LTD , SIDNEY CHARLES MITCHELL , CLAUS WOLFGANG PICARD , GEOFFREY LAMBERT SAWER , THOMAS SHAW , ROCHE PRODUCTS LTD , FRANZ BERGEL , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS
IPC分类号： A61F13/15
摘要： 594,185. Medicated dressings. HERTS PH ARMACEUTICALS, Ltd., ' MITCHELL, S. C., PICARD, C. W., SAWER, G. L., SHAW, T.., ROCHE PRODUCTS, Ltd., BERGEL, F., MORRISON, A. L., and MOSS, A. R. June 27, 1945, No. 16432. [Classes 81 (i) and 81 (ii)] A continuous process for the manufacture of sterile surgical dressings comprises passing sterile surgical gauze or like absorbent - fabric through a solution of penicillin, for example in the form of its calcium salt, or other therapeutic substances, drying the impregnated fabric under sterile conditions to a moisture con- .tent well below that at which the fabric is normally in equilibrium with air of 50 per cent. relative humidity at 70‹F., and enclosing it, preferably after cutting it into portions, in a hermetically sealed sterile envelope. In Fig. I, surgical gauze from a spool or spools 2 is passed through tensionings rolls 4 to an impregnating tank 5 containing a solution of the therapeutic substance in water or an organic solvent, such as acetone or alcohol, or -mixture thereof with water. Thence the gauze passes through rollers 6, which may be eccentrically adjusted, to express fluid therefrom and leave for example 1c.c. fluid per 1gm. of gauze, to a drying tunnel 8 supplied with sterile hot air from chamber 9. If more than one ply of gauze is used, they may be separated by means of transverse glass rods for passage through the tunnel and reunited at the further end thereof. More hot air is supplied to the tunnel than fan 12 will exhaust therefrom. The gauze next passes through rollers 13 to guillotine 14 whence the individual pieces are transported by a shutter to between two layers of plastic film 60, for example of " Pliofilm " (Registered Trade Mark) polyvinyl chloride or other non-permeable film, from spools 16. The film is sterilised by exposure to ultra-violet light lamps 17 and is supplied at a faster rate than the gauze portions. The films containing the gauze pass between rollers 15, under guide roller 18, to sealing jig 18a, and thence to rollers 19 and guillotine 20. Transparent hoods 1 are provided when necessary as a protection against airborne infection. The moving parts are powered from a shaft 26, rollers 6, 13, 15 and 19 through bevel gears and guillotines 14 and 20 and jig 18a through intermittent bevel gears driving a shaft on which is mounted a cam acting on a rocker arm connected with the operating member. The rocker arm which drives guillotine 14 also operates the shutter by means of gear and a bell crank. The top blades of guillotine 14 and 20 are pivoted and have spring loaded adjustments. The air heating of the gauze may be supplemented by electronic heating. Specification 581,234 is referred to.

6. 发明专利

GB589727A Improvements in the manufacture of growth promoting substances 未知
公开(公告)号：GB589727A
公开(公告)日：1947-06-27
申请号：GB786945
申请日：1945-03-28
申请人： ROCHE PRODUCTS LTD , FRANZ BERGEL , NATHAN CHADWICK HINDLEY , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS
摘要： The product obtained by mildly hydrolysing pantothenic aldehyde diethylacetal as described in Specification 552,713 is also obtained in accordance with the present invention by treating pantothenic acid diethylacetal with strong acids or a reagent which gives rise to a strong acid in solution, e.g. hydrochloric acid, hydrochloric acid solutions of zinc chloride, or nitric acid, preferably with the initial application of heat.

7. 发明专利

GB588108A Manufacture of bacteriostatic substances 未知
公开(公告)号：GB588108A
公开(公告)日：1947-05-14
申请号：GB2054744
申请日：1944-10-23
申请人： ROCHE PRODUCTS LTD , FRANZ BERGEL , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS , HEINRICH RINDERKNECHT
IPC分类号： C07C51/373
摘要： Acids of the general formula wherein X1 represents chlorine or an acylamino-group and X2 represents hydrogen (or chlorine when X1 represents chlorine) are obtained by treating the appropriate substituted p benzene derivative of the general formula with maleic anhydride in the presence of a Friedel-Crafts' condensing agent, e.g. anhydrous aluminium chloride, in the absence of a solvent or in solution in an inert solvent, e.g. carbon bisulphide or petroleum ether. The products exert a strongly bacteriostatic action. In examples: (1) chlorobenzene and maleic anhydride in dry petroleum ether are heated on a water-bath with aluminium chloride to produce p-chlorobenzoylacrylic acid; (2) acetanilide and maleic anhydride in dry carbon bisulphide are treated with anhydrous aluminium chloride and the reaction-mixture is heated on a water-bath to yield p-acetaminobenzoyl acrylic acid; (3) 1 : 3-dichlorobenzene and maleic anhydride in dry carbon bisulphide are treated under reflux with anhydrous aluminium chloride to give 2 : 4-dichlorobenzoyl acrylic acid. The Provisional Specification states that, in the above general formul , X1 may represent chlorine or a substituted amino-group, and X2 hydrogen, chlorine or a substituted amino-group.

8. 发明专利

GB584877A A process for the manufacture of heterocyclic bases 未知
公开(公告)号：GB584877A
公开(公告)日：1947-01-24
申请号：GB243745
申请日：1945-01-31
申请人： ROCHE PRODUCTS LTD , FRANZ BERGEL , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS , HEINRICH RINDERKNECHT
IPC分类号： C07D207/08 , C07D207/16 , C07D211/60
摘要： Heterocyclic bases of the general formula in which R is an aryl group, R1 an alkyl or substituted alkyl group, R2 an alkyl group and n is 2 or 3, are obtained by hydrogenating catalytically an acetonitrile of the general formula The nitriles I may be converted to the corresponding ketone by treatment with a Grignard reagent. In examples: (1) 1-methyl-1-benzyl-1 - (g - phenyl - g - acetyl - g - cyano - propyl) amine prepared by condensing acetyl benzyl cyanide with methyl-chloroethyl-benzylamine in the presence of sodamide, is hydrogenated in the presence of palladised charcoal to 1 : 2-dimethyl-3-cyano-3-phenyl-pyrrolidine. After hydrolysis and esterification n-propyl 1 : 2-dimethyl - 3 - phenyl - pyrrolidine - 3 - carboxylate is obtained; (2) 1-methyl-1-benzyl-1-(g -phenyl-g - propionyl - g - cyano - propyl) amine prepared by condensing propionyl benzyl cyanide with methyl-chloroethyl-benzyl-amine in the presence of sodamide, is hydrogenated with palladised charcoal when 1-methyl-2-ethyl-3-phenyl-3-cyano-pyrrolidine is obtained. This is hydrolysed and esterified to n-amyl 1-methyl-2-ethyl-3-phenyl-pyrrolidine-3-carboxylate; (3) 1 : 2-dimethyl-3-phenyl-3-cyanopyrrolidine is reacted with phenyl magnesium bromide to obtain 1 : 2 - dimethyl - 3 - phenyl - 3 - benzoyl - pyrrolidine; (4) 1 : 2-dimethyl-3-phenyl-cyanopyrrolidine is reacted with cyclohexyl magnesium bromide to obtain 1 : 2-dimethyl-3-phenyl-3-hexahydro-benzoyl-pyrrolidine; (5) 1-methyl-1-benzyl-1-(g -propionyl-g -phenyl-g -cyano) butylamine prepared by condensing propionyl benzyl cyanide with methyl-g -chloropropyl-benzyl-amine, in the presence of sodamide, is hydrogenated with palladised charcoal when 1 - methyl - 2 - ethyl - 3 - phenyl - 3 - cyano - piperidine is obtained.

9. 发明专利

GB581234A A process for the manufacture of stable surgical dressings containing penicillin 未知
公开(公告)号：GB581234A
公开(公告)日：1946-10-04
申请号：GB1761844
申请日：1944-09-14
申请人： HERTS PHARMACEUTICALS LTD , SIDNEY CHARLES MITCHELL , CLAUS WOLFGANG PICARD , ROCHE PRODUCTS LTD , FRANZ BERGEL , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS , RICHARD KLEIN , HEINRICH RINDERKNECHT , LESLIE DOUGLAS GALLOWAY
IPC分类号： A61L15/46
摘要： For impregnating dressings consisting of absorbent fibrous material there is employed a sterile solution of a salt of penicillin adjusted to a pH value of 5.5-7.5 and preferably 5.5-6.5, which may be prepared from filtered crude penicillin-containing metabolic solutions, or from purified penicillin solutions, or from pure penicillin salts. The penicillin content is recoverable from the impregnated dressings by soaking them in water. Several examples are given, relating to the use of calcium, ammonium, magnesium and a mixture of sodium and potassium salts of penicillin having a bacteriostatic activity ranging between 11 and 900 Oxford units per c.c.ALSO:A dressing consisting of absorbent fibrous material, e.g., cotton gauze, cotton wool, fabrics of glass fibres, nylon, cellulose acetate, spun viscose &c. is impregnated with a sterile solution of a salt of penicillin adjusted to a pH value of 5.5-7.5 and preferably 5.5-6.5, dried to a constant weight and placed in a moisture-proof container. Drying may be effected in a current of air or inert gas such as nitrogen at a temperature not exceeding 120 DEG C., e.g., at 60-85 DEG C. for 5-10 minutes, or by infra-red radiation in a current of air or inert gas, or in vacuo at low temperatures suitably in the presence of a drying agent such as caustic potash or phosphorous pentoxide. The solution employed may be prepared from filtered crude penicillin-containing metabolic solutions, or from purified penicillin solutions, or from pure penicillin salts. The dressings so produced are stable and the penicillin content is recoverable by soaking them in water. Several examples are given, relating to the use of calcium, ammonium, magnesium, and a mixture of sodium and potassium salts of penicillin having a bacteriostatic activity ranging between 11 and 900 Oxford units per c.c.

10. 发明专利

GB570341A Resolution of ª‡-hydroxy-ª‰:ª‰-dimethyl-ª†-butyrolactone 未知
公开(公告)号：GB570341A
公开(公告)日：1945-07-03
申请号：GB1615343
申请日：1943-10-01
申请人： ROCHE PRODUCTS LTD , FRANZ BERGEL , AARON COHEN , ALEXANDER LANG MORRISON , ALBERT RONALD MOSS
摘要： Resolution of dl-a -hydroxy-b ,b -dimethyl-g -butyrolactone is effected by treating with chlorsulphonic acid to form the hydrogen sulphate, reacting with strychnine or brucine to form strychnine or brucine lactone sulphates, crystallizing and separating the strychnine or brucine d-lactone sulphate, and hydrolyzing to obtain d-a -hydroxy-b ,b -dimethyl-g -butyrolactone. The strychnine or brucine salts may be treated with dilute mineral acid and the solution heated to hydrolyze the sulphate residue from the d-lactone which may be extracted with a solvent such as benzene after removing the crystallized alkaloid mineral acid salt by filtration. Traces of the latter may be removed from the lactone by stirring an anhydrous solution thereof with adsorbent charcoal or by distilling the lactone in vacuo. The strychnine d-lactone sulphate may be decomposed with alkali but this causes opening of the lactone ring and yields a less pure product. The mother liquor from the alkaloid d-lactone sulphate crystallization may be hydrolyzed with mineral acid to recover the l-lactone. In examples: (1) dl-a -hydroxy-b ,b -dimethyl-g -butyrolactone is dissolved in carbon tetrachloride and pyridine, and chlorsulphonic acid in chloroform and carbon tetrachloride added while cooling with ice. After 24 hours at room temperature, solvents are evaporated and the residue dissolved in water neutralized with caustic soda, and a solution of strychnine hydrochloride added. Strychnine d-lactone sulphate crystallizes and is heated with aqueous hydrochloric acid, strychnine hydrochloride removed by filtration, and the mother liquor extracted with benzene. The extract is evaporated in vacuo when the d-lactone crystallizes. The filtrate from the strychnine d-lactone sulphate separation is treated with caustic soda, the strychnine filtered off, and the filtrate refluxed with hydrochloric acid, extracted with benzene, evaporated, and the l-lactone crystallized by solution in benzene and addition of petroleum ether; (2) chlorsulphonic acid is added to the dl-lactone in chloroform, and an aqueous extract of the lactone hydrogen sulphate worked up as in (1); (3) pyridine is used as solvent in preparing the hydrogen sulphate; (4) brucine hydrochloride is used in a similar process involving formation of brucine lactone sulphates. Specifications 552,705 and 5520/41, as open to inspection under Sect. 91, are referred to.

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