• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The invention relates to a process for preparing o-phenylenediamine. According to the invention 1,4-dichlorobenzene is nitrated to give 2,5-dichloro-nitrobenzene which is then reacted with an aqueous ammonium hydroxide solution and the 4-chloro-2-nitraniline obtained is subjected to catalytic hydrogenation to afford the end product which can thereafter be separated. The process according to the invention can be accomplished with a total yield of about 90% related to the 1,4-dichlorobenzene starting compound. o-Phenylenediamine is a valuable intermediate for instance in the synthesis of plant protecting agents and heat-resistant polymers.
    公开号:SU799649A3
    申请号:SU782646505
    申请日:1978-08-11
    公开日:1981-01-23
    发明作者:Чикош Реже；Дечи Золтан；Трочаньи Зено；Варга Жолт；Виттманн Жужа
    申请人:Мадьяр Ашваньолай Еш Фелдгаз Ки-Шерлети Интезет (Фирма)；
    IPC主号:
    专利说明:

    (54) METHOD FOR OBTAINING O-PHYLENEDIAMIN
    权利要求:
    Claims (5)
    [1]
    Claim
    1. The method of producing o-phenylenediamine, characterized in that, in order to increase the yield of the target product, 1,4-dichlorobenzene is nitrated to
    [2]
    2,5-dichloronitrobenzene, which is aminated with 60-90% aqueous ammonia at a temperature of 160-220 ° C and the resulting 4-chloro-2-nitro-precipitated solution crystallizes 49 g of o-phenylenediamine with a purity of 90%.
    Example 2.0.1 A mole of 2,5-dichloronitrobenzene obtained according to Example 1 is aminated with a 66% molar excess of 66% aqueous ammonia used at 190 ° C. 4-chloro-2-nitraniline is obtained in a yield of 96%.
    Hydrogenation is carried out in glass laboratory equipment having a fritted device for gas distribution at atmospheric pressure. As a catalyst, skeletal nickel is used in an amount of 40% per amount of 4-chloro-2-nitraniline. 4-Chloro-2-nitraniline is administered in the form of a 12% methanol solution. Parallel with the addition of a solution of 4-chloro-2-nitraniline, an equivalent amount of 30% aqueous sodium hydroxide solution is added dropwise to the reaction mixture. After removal of the catalyst and evaporation of the solution, o-phenylenediamine is obtained in 88% yield. The catalyst can be used again.
    Example H.0.1 A mole obtained according to Example 1, 2,5-dichloronitrobenzene is aminated with 86% aqueous ammonia solution used in a 20-fold molar excess at 160 ° C.
    VNIIPI Order 10106/87 aniline is catalytically hydrogenated at a pressure of 1-20 atm and a temperature of 2080 ° C.
    35 2. The method of pop. 1, characterized in that the nitration is carried out with a mixture of sulfuric and nitric acids, and the nitrating mixture worked out in the previous cycle and concentrated using oleum is introduced back into the cycle.
    [3]
    3. The method according to π. 1, characterized in that the hydrogenation is carried out in water-miscible monohydroxy aliphatic alcohol or in water-
    45 no-alcohol mixture in the presence of a base and a hydrogenation catalyst.
    [4]
    4. The way to pop. 3, characterized in that as the base used alkaline hydroxide
    50 metal and / or ammonium hydroxide.
    [5]
    5. The method of pop. 3, characterized in that Raney nickel or a metal palladium 35 Dyi deposited on activated carbon is used as a hydrogenation catalyst.
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    同族专利:
    公开号 | 公开日
    IT1158973B|1987-02-25|
    JPS5452036A|1979-04-24|
    GB2002384B|1982-04-21|
    CH635567A5|1983-04-15|
    IT7826753D0|1978-08-11|
    US4207261A|1980-06-10|
    HU175397B|1980-07-28|
    JPS5822100B2|1983-05-06|
    NL180209C|1987-01-16|
    FR2400004A1|1979-03-09|
    FR2400004B1|1982-04-16|
    DE2835314C2|1984-02-23|
    DE2835314A1|1979-03-01|
    NL7808361A|1979-02-14|
    NL180209B|1986-08-18|
    GB2002384A|1979-02-21|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2048790A|1933-06-02|1936-07-28|Du Pont|Process of producing arylamines of the benzene series|
    GB1077920A|1964-12-18|1967-08-02|Monsanto Chem Australia Ltd|Preparation of o-phenylenediamines|
    JPS50151828A|1974-05-30|1975-12-06|GB2118542B|1982-02-18|1985-12-04|Mitsui Toatsu Chemicals|Process for preparing of 3,3'-diamino diphenylsulfones|
    HU186018B|1982-05-12|1985-05-28|Magyar Asvanyolaj Es Foeldgaz|Process for preparing o-phenylene-diamine|
    LU86308A1|1986-02-14|1987-09-10|Oreal|TINCTORIAL COMPOSITION FOR KERATINIC FIBERS BASED ON 2-NITROMETAPHENYLENEDIAMINES, PROCESS FOR PREPARING THESE COMPOUNDS AND NOVEL 2-NITRO-METAPHENYLENEDIAMINES USED|
    CN102241635A|2011-04-28|2011-11-16|江苏宝众宝达药业有限公司|Preparation method for anthelmintic benzimidazole fenbendazole|
    CN102351715A|2011-09-05|2012-02-15|江苏隆昌化工有限公司|Production process of high-purity o-nitro-p-chloroaniline|
    CN102358718A|2011-09-05|2012-02-22|江苏隆昌化工有限公司|Method for producing o-nitro-p-chloroaniline by using chloridized aromatic hydrocarbon waste as raw material|
    CN106854162A|2016-12-13|2017-06-16|浙江海正化工股份有限公司|A kind of nitroaniline of 2,3 dichloro 6 and preparation method thereof|
    CN113248445B|2021-06-28|2021-10-08|山东国邦药业有限公司|Synthesis method of fenbendazole|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    HU77MA2902A|HU175397B|1977-08-12|1977-08-12|Process for producing o-phenylene-diamine|
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