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    PREPARATION OF ALKALOID DIMER
    31.
    发明专利
    PREPARATION OF ALKALOID DIMER 失效

    公开(公告)号：JPH0358993A

    公开(公告)日：1991-03-14

    申请号：JP19430689

    申请日：1989-07-28

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： HATA EIICHIRO ,  TAN HIROAKI ,  SAKAMOTO NAOYA ,  KIHARA NORIAKI

    IPC: C07D519/04

    Abstract: PURPOSE:To obtain the title compound which is useful as an anticancer agent, simply in high yield by combining a specific compound with oxalic or malonic acid or the like, a ferric source, a hydride source and pyridine or the like and allowing them to react in the presence of oxygen. CONSTITUTION:A compound of formula I (R1 is H, lower alkyl, formyl; R2 is lower alkoxycarbonyl; R3 is acetoxy, hydroxy), a ferric source in an amount of 0.1 to 10,000 time moles of the compound of formula I, pyridine or its derivative in an amount of 0.01 to 10 time moles of the ferric source and oxalic acid or oxalate or malonic acid or malonate in an amount of 0.1 to 3 time moles of the ferric source are dissolved in a solvent such as water. Additionally 0.01 to 1,000 time moles of amino acid is added to the solution, a hydride source in an amount of 0.05 to 10 time moles is added in the presence of oxygen to conduct the reaction at -20 to 10 deg.C to give the subject compound of formula II (R4 is OH and R5 is Et or R4 is Et and R5 is OH).

    PRODUCTION OF KETO-ACID
    34.
    发明专利
    PRODUCTION OF KETO-ACID 失效

    公开(公告)号：JPH06100512A

    公开(公告)日：1994-04-12

    申请号：JP25330892

    申请日：1992-09-22

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： SAKAMOTO NAOYA ,  OYOSHI HAJIME ,  ITO TERUO

    IPC: C07C227/18 ,  C07C227/42 ,  C07C229/52

    Abstract: PURPOSE:To obtain a keto-acid industrially and advantageously by reacting an m-aminophenol derivative with phthalic anhydride in a water-soluble aliphatic lower carboxylic acid and adding water or a water-soluble organic solvent to the reaction solution only to precipitate the solution. CONSTITUTION:An m-aminophenol of formula I (R and R are 1-6C alkyl or 4-8C cycloalkyl) is ketonized with phthalic anhydride in a water-soluble aliphatic lower carboxylic acid (especially preferably acetic acid). Then the prepared reaction solution is crystallized by adding a mixed solvent of water and a water-soluble organic solvent to give a keto-acid of formula II (e.g. keto-acid obtained from N-ethyl-N-isoamyl-m-aminophenol and phthalic anhydride) as crystal in a high recovery ratio. In order to crystallize the solution, a mixed solvent of water and acetic acid, a mixed solvent of water and methanol or a mixed solvent of water, acetic acid and methanol is preferably used. The compound of formula II is important as an intermediate for producing a fluoran compound useful as a coloring matter for pressure-sensitive recording or heat- sensitive recording. There is no fear of neutralization and discharge.

    PRODUCTION OF DIMER ALKALOID
    35.
    发明专利
    PRODUCTION OF DIMER ALKALOID 失效

    公开(公告)号：JPH03148285A

    公开(公告)日：1991-06-25

    申请号：JP28496689

    申请日：1989-11-02

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： SAKAMOTO NAOYA ,  TAN HIROAKI ,  KIHARA NORIAKI

    IPC: C07D519/04

    Abstract: PURPOSE:To easily obtain the subject alkaloid useful as a carcinostatic agent in high yield by adding a ferric source, an oxalate ion source, a dicarboxylic acid, etc., and a hydride source to a specific compound or its salt and reacting the components in the presence of oxygen. CONSTITUTION:The objective compound of formula III (R4 is hydroxy and R5 is ethyl or R4 is ethyl and R5 is hydroxy) can be produced by dissolving a compound of formula I (R1 is H, lower alkyl or formyl; R2 is lower alkoxycarbonyl or amido; R3 is acetoxy or hydroxy) or its salt and 0.1-10,000mol (based on 1mol of the compound of formula I) of a ferric source, 0.1-4mol (based on 1mol of the ferric source) of an oxalate ion source and 0.1-3mol of a compound of formula II (R7 and R9 are H or lower alkyl; R6 and R8 are H, lower alkyl, etc.) or its salt in a solvent, adding 0.05-10mol (based on 1mol of the ferric source) of a hydride source to the solution in the presence of oxygen and reacting the components with each other preferably at -20 to +10 deg.C.

    PRODUCTION OF DIMER ALKALOIDS
    36.
    发明专利
    PRODUCTION OF DIMER ALKALOIDS 失效

    公开(公告)号：JPH02231493A

    公开(公告)日：1990-09-13

    申请号：JP5099089

    申请日：1989-03-04

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： SAKAMOTO NAOYA ,  TAN HIROAKI ,  HATA EIICHIRO ,  KIHARA NORIAKI

    IPC: C07D519/04

    Abstract: PURPOSE:To obtain the title compound such as vinblastine having antitumor activity and useful as an anticancer agent by adding an inorganic anion source, trivalent iron source and hydride source to a specific compound used as a starting raw material in the presence of oxygen. CONSTITUTION:An inorganic anion source (preferably Cl , Br , I , SO, etc., except such an inorganic anion as to produce an insoluble iron salt such as CO or PO), trivalent iron source (preferably hydrochloric acid salt, sulfuric acid salt or nitric acid salt) and hydride source (e.g. sodium borohydride) are added to a compound (e.g. anhydrovinblastine) expressed by formula I (R1 is H, lower alkyl or formyl; R2 is lower alkoxycarbonyl or amide; R3 is acetoxy or OH) and used as a starting raw material in the presence of oxygen to provide the aimed compound expressed by formula II (R4 is OH and R5 is Et or R4 is Et and R5 is OH).

    PRODUCTION OF DIMER ALKALOID
    37.
    发明专利
    PRODUCTION OF DIMER ALKALOID 失效

    公开(公告)号：JPH02231492A

    公开(公告)日：1990-09-13

    申请号：JP5098989

    申请日：1989-03-04

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： SAKAMOTO NAOYA ,  TAN HIROAKI ,  HATA EIICHIRO ,  KIHARA NORIAKI

    IPC: C07D519/04

    Abstract: PURPOSE:To obtain the title compound such as vinblastine having antitumor activity and useful as an anticancer agent by adding oxalic acid (salt), etc., trivalent iron source and hydride source to a specific compound used as a starting raw material in the presence of oxygen. CONSTITUTION:Oxalic acid (salt) and/or malonic acid (salt), trivalent iron source (preferably hydrochloric acid salt, sulfuric acid salt or nitric acid salt) and hydride source (e.g. sodium borohydride) are added to a compound (e.g. anhydrovinblastine) expressed by formula I (R1 is R, lower alkyl or formyl; R2 is lower alkoxycarbonyl or imide; R3 is acetoxy or OH) and used as a starting raw material in the presence of oxygen to provide the aimed compound expressed by formula II (R4 is OH and R5 is Et or R4 is Et and R5 is OH).

    PRODUCTION OF ALKYL GROUP-SUBSTITUTED AROMATIC HYDROCARBON
    38.
    发明专利
    PRODUCTION OF ALKYL GROUP-SUBSTITUTED AROMATIC HYDROCARBON 失效

    公开(公告)号：JPS63122636A

    公开(公告)日：1988-05-26

    申请号：JP26804986

    申请日：1986-11-11

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： SAKAMOTO NAOYA ,  TAKAI TOSHIHIRO ,  TANIGUCHI KATSUO ,  TAKAHATA KAZUNORI

    IPC: B01J29/18 ,  B01J29/00 ,  C07B61/00 ,  C07C1/00 ,  C07C2/66 ,  C07C2/86 ,  C07C15/00 ,  C07C15/02 ,  C07C15/14 ,  C07C15/16 ,  C07C15/24 ,  C07C37/08 ,  C07C39/15 ,  C07C43/263 ,  C07C67/00 ,  C07C67/08

    Abstract: PURPOSE:To obtain the titled substance useful as a raw material for polymers, intermediate for dyes, medicines.agricultural chemicals, etc., in high conversion, by reacting an aromatic hydrocarbon with an alkylating agent in the presence of a mordenite type zeolite catalyst treated with a fluorine-containing compound. CONSTITUTION:An aromatic hydrocarbon, particularly biphenyl is reacted with an alkylating agent, e.g. olefin, aliphatic lower alcohol or alkyl halide, in the presence of a mordenite type zeolite catalyst, preferably hydrogen ion exchange type treated with a fluorine-containing compound in the vapor or liquid phase to afford the titled substance. The above-mentioned catalyst is obtained by a method for treating, e.g. dipping mordenite type zeolite in a 5-20wt.% aque ous hydrofluoric acid, etc., for 2-10hr and firing the zeolite in an inert gas atmosphere, bringing the mordenite zeolite into contact with a gaseous fluorine- containing compound, e.g. CFCl3, etc., at 300-600 deg.C, etc. The reaction tempera ture is 200-250 deg.C for the vapor phase or 150-250 deg.C for the liquid phase.

    PRODUCTION OF POLYALKYL-7-HYDROXY-4H-CHROMENE
    40.
    发明专利
    PRODUCTION OF POLYALKYL-7-HYDROXY-4H-CHROMENE 失效

    公开(公告)号：JPH0348675A

    公开(公告)日：1991-03-01

    申请号：JP18371389

    申请日：1989-07-18

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： TOMINO IKUO ,  ISHIDA TATSUKAZU ,  TAN HIROAKI ,  SAKAMOTO NAOYA ,  NAGAI SUNAO ,  HATA EIICHIRO ,  KIHARA NORIAKI

    IPC: C07D311/58

    Abstract: PURPOSE:To industrially and advantageously obtain the title compound under mild conditions by adding an acid or metallic salt thereof to a reaction system as a catalyst and subjecting a polyalkyl-2-(2,4-dihydroxyphenyl)-7- hydroxychromane to decomposition reaction in two liquid phase-mixed solvent. CONSTITUTION:A polyalkyl-2-(2,4-dihydroxyphenyl)-7-hydroxychromane is subjected to decomposition reaction in two liquid phase-mixed solvent consisting of water phase and oil phase and containing an acid such as sulfuric acid, hydrochloric acid, acetic acid or phosphoric acid or metallic salt thereof (e.g. salt of iron, copper, tin or zinc) used as a catalyst to provide the polyalkyl-2-(2,4- dihydroxyphenyl)-7-hydroxychromene important as an intermediate for production of agricultural chemical, medicine, perfume, blending agent for resin or a monomer component of polymer. It is made possible to carry out the reaction in mild conditions of =10 atomic pressure were hitherto required.

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