PRODUCTION OF OPTICALLY ACTIVE 1-(P-BROMOPHENYL) ETHYLAMINE

    公开(公告)号:JPH02306944A

    公开(公告)日:1990-12-20

    申请号:JP12823489

    申请日:1989-05-22

    Abstract: PURPOSE:To easily obtain the subject compound having high optical purity and useful as an optical resolution agent for racemic acids, in high yield, by using an optically active N-acetyl-2-(p-methylphenyl)alanine as an optical resolution agent. CONSTITUTION:1Mol of (RS)-1-(p-bromophenyl)ethylamine is brought into contact with 0.1-2.0mol of optically active (D)- or (L)-N-acetyl-2-(p-methylphenyl)alanine as an optical resolution agent in a solvent (e.g. water or lower alcohol) at 0-80 deg.C to effect the optical resolution of the compound. The obtained solution is cooled and/or concentrated to crystallize scarcely soluble diastereomer salt and the crystal is easily separated by a solid-liquid separation process such as filtration to obtain the objective compound. The above resolution agent can be easily recovered by the treatment with an acid and alkali and the recovered optically active N-acetyl-2-(p-methylphenyl)alanine can be reused.

    OPTICALLY ACTIVE 6-SUBSTITUTED-PYRIDINE-3-CARBOXYLIC ACID ESTER COMPOUND AND LIQUID CRYSTAL

    公开(公告)号:JPS62258361A

    公开(公告)日:1987-11-10

    申请号:JP605487

    申请日:1987-01-16

    Abstract: NEW MATERIAL:A compound expressed by formula (R1 is 6-18C alkyl or alkoxy; R2 is optically active alkyl). EXAMPLE:(S)-2-Methylbutyl 6-(4'-n-decyloxybiphenyl-4-carbonyloxy)pyridine-3- carboxylate. USE:A display element material, stable to water and light, having improved weather resistance and capable of being a smectic liquid crystal, particularly chiral smectic C liquid crystal assuming ferroelectricity within a wide temperature range. PREPARATION:A compound expressed by formula II and SOCl2 in an excess amount are refluxed for several hours while heating and the unreacted SOCl2 is removed by vacuum distillation to form a compound expressed by formula III, which is then reacted with an optically active compound expressed by formula IV in an aromatic hydrocarbon solvent, e.g. benzene, etc., in the presence of an organic base, e.g. triethylamine, etc., at room temperature or under heating condition for several hours to afford the aimed compound expressed by formula I.

    PACKING AGENT FOR OPTICAL RESOLUTION

    公开(公告)号:JPS61162751A

    公开(公告)日:1986-07-23

    申请号:JP326485

    申请日:1985-01-14

    Abstract: PURPOSE:To obtain a chemically stable and practical packing agent which is relatively easy to manufacture with a broad range of analyzable compound, by using an optically active monomer given by a specified formula. CONSTITUTION:A polymer comprising an optically active monomer given by the formula I and a monomer by the formula II is immobilized to a silica gel to form a packing agent for optical resolution. In the formula I, R1 represents a phenyl group, a benzyl group, 1-naphthyl group, 2-naphthyl group, 1-naphthyl methyl group, 2-naphthyl methyl group, 3-indolyl methyl group or a cycohexyl methyl group or a phenyl group, benzyl group, 1-naphthyl group, 2-naphthyl group, 1-naphthyl methyl group, 2-naphthyl methyl group or 3-indolyl methyl group which is replaced with a lower alkyl group, carboalkoxyl group, halogen atom or hydroxyl group, R2 a lower alkyl group, R3 hydrogen atom or methyl group or * asymmetric carbon atom. In the formula II, R4, R5 and R6 each represent an alkyl group, alkoxyl group, hydroxyl group or halogen atom. provided that at least one is an alkoxyl group or halogen atom.

    PREPARATION OF SACCHARIN
    4.
    发明专利

    公开(公告)号:JPS5879985A

    公开(公告)日:1983-05-13

    申请号:JP17806081

    申请日:1981-11-06

    Abstract: PURPOSE:To obtain saccharin as a sweetening agent, medicine and intermediate for agricultural chemicals industrially advantageously, by oxidizing o-toluenesulfonamide with a gas containing molecular oxygen in place of dichromic acid in acetic acid solvent in the presence of a catalyst. CONSTITUTION:o-Toluenesulfonamide is catalytically oxidized with a gas containing molecular oxygen, e.g. air, in acetic acid solvent in an amount of preferably 2-10 times that of the o-toluenesulfonamide in the presence of a catalyst constituted of cobalt and/or manganese preferably in 0.04-2wt% total Co and Mn concentration based on the acetic acid solvent and a bromine compound, preferably cobalt bromide or manganese bromide, at 110-180 deg.C and 5-30atm. The reaction mixture is then cooled to crystallize the aimed saccharin. The mother liquor after the separation of the crystal can be repeatedly circulated through the reaction system.

    NOVEL PLATINUM(II) COMPLEX AND REMEDY OF MALIGNANT TUMOR

    公开(公告)号:JPH01246246A

    公开(公告)日:1989-10-02

    申请号:JP7298388

    申请日:1988-03-25

    Abstract: NEW MATERIAL:A platinum(II) complex shown by formula I (R is 1-15C alkyl). EXAMPLE:3-Acetyl-6-methylpiperidine-2,4-dione-hydroxo(trans-l-1,2- diaminocyclohexane)platinum(II)-monohydrate. USE:Having strongly antitumor activity and low toxicity and useful as a remedy for malignant tumors. When the complex is used, the complex is blended with a pharmaceutically acceptable excipient and orally or parenterally administered in the form of tablet, pill, injection, etc. The content of the compound shown by the formula I in the remedy is 0.001-85wt.%, preferably 0.005-60wt.%. PREPARATION:A platinum(II) compound shown by formula II [(R ) is (ONO2) or (OSO3)] is reacted with a compound shown by formula III in the presence of an alkali hydroxide to give a compound shown by formula I.

    OPTICALLY ACTIVE 6-SUBSTITUTED PYRIDINE-3-CARBOXYLIC ESTER AND LIQUID CRYSTAL

    公开(公告)号:JPS63264573A

    公开(公告)日:1988-11-01

    申请号:JP10041787

    申请日:1987-04-23

    Abstract: NEW MATERIAL:An optically active 6-substituted-pyridine-3-carboxylic acid ester of formula I (R1 is 6-13C alkyl; R2 is optically active alkyl). EXAMPLE:(S)-2-Methylbutyl 6-(4'-n-dodecyloxybenzoyloxy)pyridine-3-carboxylate. USE:It is used as a component of liquid crystal composition. It is stable to moisture and light, resists to weathering, becomes chiral smectic C liquid crystals in the range of room temperature. It effectively expands the temperature range of chiral smectic C phase in a liquid phase composition. PREPARATION:As shown in the reaction equations, a compound of formula II is heated together with thionyl chloride under reflux and the unreacting thionyl chloride is distilled off to give the corresponding acid chloride. The acid chloride of formula III is dissolved in benzene or the like and allowed to react with a compound of formula IV in the presence of a pyridine to give the compound of formula I.

    OPTICALLY ACTIVE PHENYLPYRIMIDINE COMPOUND AND LIQUID CRYSTAL

    公开(公告)号:JPS62149669A

    公开(公告)日:1987-07-03

    申请号:JP29040485

    申请日:1985-12-25

    Abstract: NEW MATERIAL:An optically active phenylpyrimidine compound shown by formula I (R1 is 4-18C alkyl or alkoxy; R2 is optically active alkyl). EXAMPLE:2-(4'-n-Octyloxyphenyl)-5-pyrimidinecarboxylic acid (S)-4-(2'- methylbutoxycarbonyl)phenyl ester. USE:A liquid crystal compound which is stable to water and light, has improved weather resistance, is made into chiral smectic C liquid crystal in a wide temperature range and has high practical utility. PREPARATION:A compound shown by formula II is reacted with an excess amount of thionyl chloride for several hours under reflux by heating and unreacted thionyl chloride is distilled away under reduce pressure to give a compound shown by formula III. Then, this compound is reacted with a compound shown by formula IV in an aromatic hydrocarbon solvent such as benzene, etc., in the presence of an organic base such as pyridine, etc., at room temperature - under heating condition for several hours to give a compound shown by formula I.

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