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    NITRATION OF AROMATIC COMPOUNDS
    251.
    发明专利
    NITRATION OF AROMATIC COMPOUNDS 未知

    公开(公告)号：CA2240644A1

    公开(公告)日：1997-06-26

    申请号：CA2240644

    申请日：1996-12-09

    Applicant: SECR DEFENCE BRIT

    Inventor： SANDALL JOHN PAUL BENET ,  MILLAR ROSS WOOD ,  THOMPSON CLAIRE ,  CLARIDGE ROBERT PETER

    IPC: C07C201/10 ,  C07C205/12 ,  C07C381/10 ,  C07D213/61 ,  C07D213/76 ,  C07D239/42 ,  C07D241/16 ,  C07D241/20 ,  C07D251/44 ,  C07D251/46 ,  C07D251/52 ,  C07D237/12 ,  C07D239/30 ,  C07D251/42

    Abstract: A method of nitrating electron-deficient carbocyclic or heterocyclic aromatic compounds such as pyridines, diazines and triazines and benzenoid aromatics having electron-withdrawing substituents involves first reacting the aromatic species with a sulphilimine species or with the corresponding N-alkali metal salt thereof to generate an N-(hetero)aryl-S,S-dialkyl, diaryl or alkylarylsulphilimine derivative. This intermediate may then be readily oxidised under relatively mild conditions using a peroxycarboxylic acid such as m-chloroperbenzoic acid, peracetic or peroxytrifluoroacetic acid. Good yields of nitrated products are obtained including some previously unprepared. The novel N-alkali(alkylaryl)sulphilimine reagents are prepared by reacting an alkali metal hydride, an alkali metal hydrogenous base or an alkyl lithium with the corresponding sulphilimine. Preferred salts are the N-lithio types and the preferred sulphilimine is diphenylsulphilimine. Where the salt is used reaction should be in an aprotic solvent but if the sulphilimine per se is the reagent a polar solvent is used.

    4-HYDROXY-2'-NITROBUTYROPHENONE AND TETRAHYDRO-2-(O-NITROPHENYL)- 2-FUNAROLE AND METHOD OF PRODUCTION OF 4-HALOGEN-2'- NITROBUTHYROPHENONE
    252.
    发明专利
    4-HYDROXY-2'-NITROBUTYROPHENONE AND TETRAHYDRO-2-(O-NITROPHENYL)- 2-FUNAROLE AND METHOD OF PRODUCTION OF 4-HALOGEN-2'- NITROBUTHYROPHENONE 未知

    公开(公告)号：SK146093A3

    公开(公告)日：1994-12-07

    申请号：SK146093

    申请日：1993-12-21

    Applicant: AMERICAN CYANAMID CO

    Inventor： CORTES DAVID A

    IPC: C07C201/12 ,  C07C201/10 ,  C07C205/11 ,  C07C205/45 ,  C07D307/20 ,  C07C205/19

    Abstract: The following are claimed: A) 4-hydroxy-2'-nitrobutyrophenone (I); B) tetrahydro-2-(o-nitrophenyl)-2-furanol (II): and C) prepn. of 4-halo-2'-nitrobutyrophenone of formula (III) comprising reacting a cpd. of formula (IV) with a 2-haloethanol cpd. of formula (V) in the presence of an aq. base and a phase transfer catalyst, opt. in the presence of an organic solvent to form (I) and/or (II), and further reacting (I) and/or (II) with a hydrogen halide to form (III). X' = halo; R = 1-4C alkyl X" = Cl or Br. The hydrogen halide is used as an excess amt. and is HCl or HBr. The solvent is water and/or an aromatic hydrocarbon such as toluene. The reaction temp. is 40-130 deg.C. One molar equiv. of the 2-haloethanol cpd. is used. The phase transfer catalyst is benzyltrimethylammonium hydroxide and the aq. base is NaOH. (I) and/or (II) can be prepd. by reacting dihydro-3-(o-nitrobenzoyl)-2(3H)-furanone with an aq. acid selected from sulphuric acid, phosphoric acid and acetic acid, opt. in the presence of an organic solvent.

    253.
    发明专利
    未知

    公开(公告)号：MX9307492A

    公开(公告)日：1994-08-31

    申请号：MX9307492

    申请日：1993-11-29

    Applicant: AMERICAN CYANAMID CO

    Inventor： CORTES DAVID ANDRES

    IPC: C07C201/12 ,  C07C201/10 ,  C07C205/11 ,  C07C205/45 ,  C07D307/20 ,  A01N43/40

    Abstract: The following are claimed: A) 4-hydroxy-2'-nitrobutyrophenone (I); B) tetrahydro-2-(o-nitrophenyl)-2-furanol (II): and C) prepn. of 4-halo-2'-nitrobutyrophenone of formula (III) comprising reacting a cpd. of formula (IV) with a 2-haloethanol cpd. of formula (V) in the presence of an aq. base and a phase transfer catalyst, opt. in the presence of an organic solvent to form (I) and/or (II), and further reacting (I) and/or (II) with a hydrogen halide to form (III). X' = halo; R = 1-4C alkyl X" = Cl or Br. The hydrogen halide is used as an excess amt. and is HCl or HBr. The solvent is water and/or an aromatic hydrocarbon such as toluene. The reaction temp. is 40-130 deg.C. One molar equiv. of the 2-haloethanol cpd. is used. The phase transfer catalyst is benzyltrimethylammonium hydroxide and the aq. base is NaOH. (I) and/or (II) can be prepd. by reacting dihydro-3-(o-nitrobenzoyl)-2(3H)-furanone with an aq. acid selected from sulphuric acid, phosphoric acid and acetic acid, opt. in the presence of an organic solvent.

    4-hydroxy-2'-nitrobutyrophenone and tetrahydro-2-(o-nitrophenyl)-2-furanol useful as intermediates in the preparation of a crop-selective herbicide
    254.
    发明专利
    4-hydroxy-2'-nitrobutyrophenone and tetrahydro-2-(o-nitrophenyl)-2-furanol useful as intermediates in the preparation of a crop-selective herbicide 未知

    公开(公告)号：AU5267893A

    公开(公告)日：1994-07-14

    申请号：AU5267893

    申请日：1993-12-24

    Applicant: AMERICAN CYANAMID CO

    Inventor： CORTES DAVID ANDRES

    IPC: C07C201/12 ,  C07C201/10 ,  C07C205/11 ,  C07C205/45 ,  C07D307/20

    Abstract: The following are claimed: A) 4-hydroxy-2'-nitrobutyrophenone (I); B) tetrahydro-2-(o-nitrophenyl)-2-furanol (II): and C) prepn. of 4-halo-2'-nitrobutyrophenone of formula (III) comprising reacting a cpd. of formula (IV) with a 2-haloethanol cpd. of formula (V) in the presence of an aq. base and a phase transfer catalyst, opt. in the presence of an organic solvent to form (I) and/or (II), and further reacting (I) and/or (II) with a hydrogen halide to form (III). X' = halo; R = 1-4C alkyl X" = Cl or Br. The hydrogen halide is used as an excess amt. and is HCl or HBr. The solvent is water and/or an aromatic hydrocarbon such as toluene. The reaction temp. is 40-130 deg.C. One molar equiv. of the 2-haloethanol cpd. is used. The phase transfer catalyst is benzyltrimethylammonium hydroxide and the aq. base is NaOH. (I) and/or (II) can be prepd. by reacting dihydro-3-(o-nitrobenzoyl)-2(3H)-furanone with an aq. acid selected from sulphuric acid, phosphoric acid and acetic acid, opt. in the presence of an organic solvent.

    4-HYDROXY-2°-NITROBUTYROPHENONE AND TETRAHYDRO-2-(NITROPHENYL)-2-FURANOL AND PROCESS FOR PREPARING 4-HALOGEN-2°-NITROBUTYROPHENONE
    255.
    发明专利
    4-HYDROXY-2°-NITROBUTYROPHENONE AND TETRAHYDRO-2-(NITROPHENYL)-2-FURANOL AND PROCESS FOR PREPARING 4-HALOGEN-2°-NITROBUTYROPHENONE 未知

    公开(公告)号：CZ276293A3

    公开(公告)日：1994-07-13

    申请号：CZ276293

    申请日：1993-12-15

    Applicant: AMERICAN CYANAMID CO

    Inventor： CORTES DAVID ANDRES

    IPC: C07C201/12 ,  C07C201/10 ,  C07C205/11 ,  C07C205/45 ,  C07D307/20 ,  C07C205/19 ,  C07D307/94

    Abstract: The following are claimed: A) 4-hydroxy-2'-nitrobutyrophenone (I); B) tetrahydro-2-(o-nitrophenyl)-2-furanol (II): and C) prepn. of 4-halo-2'-nitrobutyrophenone of formula (III) comprising reacting a cpd. of formula (IV) with a 2-haloethanol cpd. of formula (V) in the presence of an aq. base and a phase transfer catalyst, opt. in the presence of an organic solvent to form (I) and/or (II), and further reacting (I) and/or (II) with a hydrogen halide to form (III). X' = halo; R = 1-4C alkyl X" = Cl or Br. The hydrogen halide is used as an excess amt. and is HCl or HBr. The solvent is water and/or an aromatic hydrocarbon such as toluene. The reaction temp. is 40-130 deg.C. One molar equiv. of the 2-haloethanol cpd. is used. The phase transfer catalyst is benzyltrimethylammonium hydroxide and the aq. base is NaOH. (I) and/or (II) can be prepd. by reacting dihydro-3-(o-nitrobenzoyl)-2(3H)-furanone with an aq. acid selected from sulphuric acid, phosphoric acid and acetic acid, opt. in the presence of an organic solvent.

    259.
    发明专利
    未知

    公开(公告)号：BR8905643A

    公开(公告)日：1990-06-05

    申请号：BR8905643

    申请日：1989-11-03

    Applicant: RHONE POULENC CHIMIE

    Inventor： BAUDOUIN MICHEL ,  BOUGEOIS JEAN-LUC ,  LECOUVE JEAN-PIERRE ,  RATTON SERGE

    IPC: C07C201/08 ,  C07C205/22 ,  C07C201/10 ,  C07C205/06 ,  C07B43/02

    Abstract: Claimed is prepn. of nitrophenols by a. continuous introduction of phenol and nitric acid (0.5-2.0, pref. 0.9-1.5, mole/mole phenol) into a closed reactor contg. an aq. soln. comprising nitric acid (5-40, pref. 10-25, wt.%); nitrous acid (5-40, pref. 10-20, %, based on nitric acid; nitrophenols (up to their solubility limit in the medium), b. continuous removal of p- and o-nitro-phenol (in the ratio of at least 55:45), at pref. 10-40 deg.C and pref. an autogenous pressure of 0.1-0.5 M.Pa.

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