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    PRODUCTION OF 4,6-DINITROHALOBENZENE
    134.
    发明专利
    PRODUCTION OF 4,6-DINITROHALOBENZENE 失效

    公开(公告)号：JPH0748321A

    公开(公告)日：1995-02-21

    申请号：JP19122393

    申请日：1993-08-02

    Applicant: NISSAN CHEMICAL IND LTD

    Inventor： SUZUKI HIDEO ,  HASHIBA ISAO

    IPC: B01J27/02 ,  C07B61/00 ,  C07C201/10 ,  C07C205/12

    Abstract: PURPOSE:To obtain a 4,6-dinitrohalobenzene in high yield with a small amount of a waste acid without using excessive nitric acid by dinitrating a halobenzene with nitric acid in the presence of sulfur trioxide. CONSTITUTION:A halobenzene of the formula (X and X are F, Cl, Br or I; X is H, F, Cl, Br or I) is dinitrated with nitric acid in the presence of sulfur trioxide to give 4,6-dinitrohalobenzene. By using this method, for example, 1,3-dichloro-4,6-dinitrobenzene is obtained from 1,3-dichlorobenzene in high yield. 4,6-Dinitrohalobenzene is an important substance as an intermediate for organic chemicals and polymer compounds. By this method, excessive nitric acid and a waste acid can be reduced and the holobenzene is nitrated at the 4- and 6-positions in excellent selectivity and high yield can be attained.

    PRODUCTION OF 2,4-DICHLORO-3-ALKYL-6-NITROPHENOL
    135.
    发明专利
    PRODUCTION OF 2,4-DICHLORO-3-ALKYL-6-NITROPHENOL 失效

    公开(公告)号：JPH0578285A

    公开(公告)日：1993-03-30

    申请号：JP7862892

    申请日：1992-02-27

    Applicant: TAOKA CHEMICAL CO LTD

    Inventor： MORINO KAZUKI ,  KOYAMA SHINICHI ,  YAMASHITA MASAYA ,  HORIKAWA YASUHIKO ,  KIMURA OSAMU

    IPC: C07C201/10 ,  C07C205/26 ,  C07C309/39

    Abstract: PURPOSE:To improve a method for producing 2,4-dichloro-3-methyl or isopropyl-6-nitrophenol useful as an intermediate for cyan color-developing agents for color photographs. CONSTITUTION:A method for producing a 3,5-dichloro-4-alkyl (but excluding ethyl)-2-hydroxybenzene sulfonic acid, characterized by chlorinating a 5-chloro-4- alkyl (but excluding ethyl)-2-hydroxybenzene sulfonic acid in the presence or absence of a catalyst with hydrogen chloride and hydrogen peroxide. For example, the objective 2,4-dichloro-3-alkyl-6-nitrophenol can profitably be produced from a 4-chloro-3-alkylphenol through a 5-chloro-4-alkylphenol-2-hydroxybenzene sulfonic acid and a 3,5-dichloro-4-alkyl-2-hydroxybenzene sulfonic acid in a high purity and in a high yield.

    PRODUCTION OF 3,4-DIFLUORONITROBENZENE AND INTERMEDIATE THEREOF
    136.
    发明专利
    PRODUCTION OF 3,4-DIFLUORONITROBENZENE AND INTERMEDIATE THEREOF 失效

    公开(公告)号：JPH03178950A

    公开(公告)日：1991-08-02

    申请号：JP31743889

    申请日：1989-12-08

    Applicant: ASAHI GLASS CO LTD

    Inventor： KUMAI SEISAKU ,  SEKI TAKASHI

    IPC: C07C201/10 ,  C07C201/12 ,  C07C205/12 ,  C07C205/58

    Abstract: PURPOSE:To safely and simply obtain the title compound useful as an intermediate for drugs and agricultural chemicals by nitrating 3-chloro-4-fluorobenzoic acid to give a new intermediate, decarboxylating to give 4-chloro-3- fluoronitrobenzene and fluorinating this compound. CONSTITUTION:3-Chloro-4-fluorobenzoic acid shown by formula I is nitrated to give new 3-chloro-4-nitrobenzoic acid shown by formula II, which is then decarboxylated to give 4-chloro-3-fluoronitrobenzene shown by formula III. This compound is further fluorinated to give 3,4-difluoronitrobenzene shown by formula IV. 3-Chloro-4-fluorobenzoic acid as a starting raw material is industrially readily obtainable and advantageous. By this method, 3,4- difluoronitrobenzene and a new intermediate thereof can be obtained industrially, safely, simply and in high yield.

    PRODUCTION OF 4-CHLORO-2-FLUORONITROBENZENE
    137.
    发明专利
    PRODUCTION OF 4-CHLORO-2-FLUORONITROBENZENE 失效

    公开(公告)号：JPH03109360A

    公开(公告)日：1991-05-09

    申请号：JP24766089

    申请日：1989-09-22

    Applicant: IHARA CHEMICAL IND CO

    Inventor： NAGATA TOSHIHIRO ,  TANIZAWA NAOHITO

    IPC: B01J31/04 ,  C07B61/00 ,  C07C201/10 ,  C07C201/12 ,  C07C205/12

    Abstract: PURPOSE:To obtain the subject compound as an intermediate of medicine or agricultural chemical in high yield by using readily available 3,4- dinitrochlorobenzene as a raw material and reacting metallic fluoride at a relatively low temperature in the presence of an aprotic polar solvent and acid halide compound. CONSTITUTION:Industially readily available 3,4-dinitrochlorobenzene is reacted with metallic fluoride in an aprotic polar solvent (e.g. dimethylformamide or sulfolane) and in the presence of an acid halide compound (e.g. phthalic acid dichloride or phthalic acid difluoride) to obtain 4-chloro-2-fluoronitrobenzene with selectively fluorinating only nitro group at 3-position. By said method, high yield can be attained by performing reaction at a low temperature suppressing generation of a polymer without using phase-transfer catalyst.

    PRODUCTION OF O-NITROBENZOIC ACIDS
    138.
    发明专利
    PRODUCTION OF O-NITROBENZOIC ACIDS 失效

    公开(公告)号：JPH0193561A

    公开(公告)日：1989-04-12

    申请号：JP24948187

    申请日：1987-10-02

    Applicant: IHARA CHEMICAL IND CO

    Inventor： TOMOTA YOSHINOBU

    IPC: C07C205/57 ,  B01J27/055 ,  C07B61/00 ,  C07C67/00 ,  C07C201/00 ,  C07C201/10 ,  C07C205/58

    Abstract: PURPOSE:To obtain the titled compound useful as a synthetic intermediate for agricultural chemicals and pharmaceuticals, in high yield, by reacting an o-halogenated benzoic acids with a nitrite in the presence of a copper catalyst. CONSTITUTION:The objective compound of formula II can be produced by reacting o-halogenated benzoic acids of formula I (X is halogen; Y is halogen or lower alkyl; Z is H, alkali metal or alkaline-earth metal; n is 0-4) with a nitrous acid salt in the presence of a copper catalyst (e.g. cuprous chloride) in a mixed solvent (preferably dimethyl sulfoxide-toluene mixture, etc.), at 80-200 deg.C. The amounts of the nitrite and the catalyst are 1-2mol and 0.05-0.5mol per 1mol of the compound of formula I, respectively. The compound of formula I is e.g. o-chlorobenzoic acid and the nitrite is e.g. sodium nitrite.

    NOVEL CALIXARENE DERIVATIVE AND PRODUCTION THEREOF
    140.
    发明专利
    NOVEL CALIXARENE DERIVATIVE AND PRODUCTION THEREOF 失效

    公开(公告)号：JPS61291546A

    公开(公告)日：1986-12-22

    申请号：JP13272085

    申请日：1985-06-18

    Applicant: SUGAI CHEMICAL IND CO LTD

    Inventor： MANABE OSAMU ,  SHINKAI SEIJI

    IPC: C07C201/10 ,  C07C67/00 ,  C07C201/00 ,  C07C205/20 ,  C07C205/22

    Abstract: NEW MATERIAL:p-Nitro-calix[n]arene expressed by the formula (n is an integer 4-8 which is the number of aromatic rings constituting the skeleton; M is H or sodium ion). EXAMPLE:p-Nitro-calix-6-arene. USE:Effective as an intermediate for synthesizing calixarenes having the catalytic ability similar to that of enzymes. PREPARATION:A calix[n]arene is charged into and suspended in concd. sulfuric acid in >=90%, preferably >=95% concentration and heated at >=80 deg.C, preferably >=90% deg.C. The resultant reaction misture is, without taking out the calix[n]arene- p-sulfonic acid formed by the reaction, diluted with water to give 30-70% concentration of the reactant sulfuric acid. Nitric acid or a nitrate, e.g. sidum or potassium nitrate, is then added thereto while cooling to substitute the sulfone group by nitro group and give the aimed compound expressed by formula I.

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