Preparation of 3,4,6-trifluorophthalic acid
    1.
    发明授权
    Preparation of 3,4,6-trifluorophthalic acid 失效
    制备3,4,6-三氟邻苯二甲酸

    公开(公告)号:US5596104A

    公开(公告)日:1997-01-21

    申请号:US77750

    申请日:1993-06-18

    IPC分类号: C07C51/00 C07D209/48

    CPC分类号: C07D209/48 C07C51/00

    摘要: 3,4,6-trifluorophthalic acid is prepared in high yield by reaction of a 3,4,6-trichloro-N-substituted phthalimide with potassium fluoride at temperatures in the range of 200.degree. to 270.degree. C. in the absence of a catalyst to form the corresponding trifluoro-N-substituted phthalimide which, in turn, is hydrolyzed to form the 3,4,6-trifluorophthalic acid.

    摘要翻译: 通过3,4,6-三氯-N-取代的邻苯二甲酰亚胺与氟化钾的反应,在200-270℃的温度下,在不存在的情况下,以高收率制备3,4,6-三氟邻苯二甲酸 催化剂形成相应的三氟-N-取代的邻苯二甲酰亚胺,其又被水解形成3,4,6-三氟邻苯二甲酸。

    Selective removal of chlorine from chlorophthalic compounds
    4.
    发明授权
    Selective removal of chlorine from chlorophthalic compounds 失效
    从氯代邻苯二甲酸化合物中选择性去除氯

    公开(公告)号:US4981999A

    公开(公告)日:1991-01-01

    申请号:US439227

    申请日:1989-11-20

    CPC分类号: C07C51/377

    摘要: Disclosed is a method of selectively removing chlorine atoms in the order of fifth position first, fourth position second, and third position third from a chlorophthalic compound having at least two ring chlorine atoms such as a chlorophthalic acid or a chlorophthalic anhydride. The chlorophthalic compound is reacted in solution with a hydrodechlorinating metal in the presence of a base.

    摘要翻译: 公开了从具有至少两个环状氯原子的氯代邻苯二甲酸化合物如氯代邻苯二甲酸或氯代邻苯二甲酸酐中选择性地除去第五位置第一位置,第四位置第二位置和第三位置的氯原子的方法。 氯代邻苯二甲酸化合物在溶液中与加氢脱氯金属在碱存在下反应。

    Preparing 2-chlorobenzylamine from 2-chlorobenzylchloride via
2-chlorobenzylphthalimide
    6.
    发明授权
    Preparing 2-chlorobenzylamine from 2-chlorobenzylchloride via 2-chlorobenzylphthalimide 失效
    通过2-氯苄基邻苯二甲酰亚胺从2-氯苄基氯制备2-氯苄胺

    公开(公告)号:US4960938A

    公开(公告)日:1990-10-02

    申请号:US265979

    申请日:1988-11-02

    CPC分类号: C07C209/62

    摘要: 2-Chlorobenzylamine is prepared from 2-chlorobenzylchloride in a two-step process. In the first step, 2-chlorobenzylchloride is reacted with alkali metal phthalimide, preferably formed in situ from potassium carbonate and phthalimide, to form the novel intermediate 2-chlorobenzylphthalimide. In the second step, the phthalimide ring of the 2-chlorobenzylphthalimide is cleaved to form 2-chlorobenzylamine. The first step is preferably carried out in an unreactive solvent at 60.degree. C. to reflux temperature, for example, for 1 to 10 hours. The solvent is very preferably dimethylformamide which is advantageously recovered and used again as solvent in the conversion of 2-chlorobenzylchloride to 2-chlorobenzylphthalimide. The second step consists essentially, for example, of hydrazinolysis or hydrolysis. When the second step consists essentially of hydrazinolysis, the 2-chlorobenzylphthalimide is reacted with hydrazine to form 2-chlorobenzylamine and phthalylhydrazide, and the 2-chlorobenzylamine is separated by reacting with acid to form soluble amine salt, filtering out the phthalylhydrazide and then reacting the amine salt with base to convert it to the free amine. When the second step consists essentially of hydrolysis, the hydrolysis can be carried out in one step with alkali metal hydroxide or inorganic acid or in two steps, for example, with hydrolysis with alkali metal hydroxide followed by hydrolysis with inorganic acid. The hydrolysis is suitably carried out at temperatures of 60.degree. C. to reflux temperature utilizing base and acid strengths ranging from 5% to saturated. Preferred hyrdolyzing agents are 40-60% aqueous KOH for one step base hydrolysis, 40-60% aqueous sulfuric acid for one step acid hydrolysis and 10-30% aqueous KOH followed by a mixture of water and concentrated HCl in a volume ratio ranging from 0.5:1 to 2:1 for the two-step base/acid hydrolysis. A second step consisting essentially of hydrolysis is preferred over a second step consisting essentially of hydrazinolysis not only for safety reasons but also because phthalic acid or a mixture of this with 2-chlorobeznylphthalamic acid can be recovered as by-product or by-product derivative which, contrary to the hydrazinolysis by product, phthalylhydrazide, are readily, respectively, converted to phthalimide and 2-chlorobenzylphthalimide by reaction with concentrated aqueous ammonium hydroxide. The phthalimide is useful in the in situ reaction in the first step to form 2-chlorobenzylphthal-imide. 2-Chlorobenzylphthalimide which is introduced with phthalimide into said first step becomes part of the product of the first step.

    Single pot process for making a fluoroanthranilic acid
    10.
    发明授权
    Single pot process for making a fluoroanthranilic acid 失效
    制备氟邻氨基苯甲酸的单锅法

    公开(公告)号:US4954639A

    公开(公告)日:1990-09-04

    申请号:US399131

    申请日:1989-08-28

    摘要: Disclosed is a method of making ionized fluoroanthranilic acid from a fluorophthalic compound in a single pot process without isolating any intermediate product. A composition is prepared which comprises an aqueous solution of water, a fluorophthalic compound selected from the group consisting of ##STR1## and mixtures thereof, where "n" is 1 to 4, at a concentration of about 5 to about 30 percent by weight based on the water weight, and about 1 to about 1.5 equivalents of hydroxylamine or a mineral acid salt thereof. The pH of the composition is maintained at at least about 11 and the temperature of the composition is maintained at at least about 90.degree. C. The unionized form of the acid is made by cooling below 50.degree. C. and lowering the pH to between about 4 and about 5. Also disclosed are the intermediate compounds, fluoro-N-hydroxyphthalimides, and a method of making them.