• 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 known synthesis for the production of aromatic substituted acetonitriles by reaction of aromatic substances with cyanogen chloride in the gas phase is improved by feeding the starting materials in gaseous form and separated from each other into the reactor. The process can be used to synthesize in general aromatic and especially hetero-aromatic substituted acetonitrile.
    公开号:SU1020002A3
    申请号:SU792850134
    申请日:1979-12-06
    公开日:1983-05-23
    发明作者:Шальке Петер；Клееманн Аксель
    申请人:Дегусса Аг (Фирма)；
    IPC主号:
    专利说明:

    tsp
    The invention relates to methods for producing substituted acetonitriles that are used to produce drugs and plant protection. A method is known for producing substituted acetonitriles by reacting a 3.5-1.0 fold excess of a substituted aromatic hydrocarbon with a cyan at 500-775 ° C. phase. The initial B € iuiecTBa supplied in the form of liquids is mixed at the inlet of the 11 j reactor. The disadvantage of this method is that after 3 hours in the case of using 2-methylpyridine and 50 hours of operation in the case of using toluene, the reactor is contaminated with soot-like products, as a result of which it is necessary to stop the process for cleaning the reactor, therefore the known method is unsuitable for realizing industry in the industry. The aim of the invention is the elimination of soot-like products. This goal is achieved by the fact that, according to cnoto6y, to obtain substituted acetonitriles of the general formula R, is CH-CK where R./I is hydrogen, phenyl; Ra is unsubstituted or substituted by the same or different radicals, such as fluorine, chlorine, methyl, hydroxy, cyano, phenyl, naphthyl, pyridyl, thienyl, provided that phenyl, then R cannot be naphthyl or pyridylostato interaction in the gas phase of chloro cyan with 3.5 to 10-fold excess of the corresponding hydrocarbon, at elevated temperatures, followed by cooling the reaction mass, separating the aqueous and organic layers, and isolating the target product from the organic TLC by distillation, the initial reagents are fed to the process However, the process is preheated to 550, and the process is carried out at ˜20-7 ° C. The process is carried out in a tube bundle reactor, preferably with dilution with inert gases. They can be served with source reagents or separately from them. Cool the reaction mixture immediately after leaving the reactor to a temperature below 1, for example, with the mixture being treated with water. The formation of deposits is not observed even through. 100-120 h of work. Example 1. As a reactor, a quartz tube heated externally is used with a length of 1 m and a width of 55 mm. The tube is fed uniformly separately from each other every hour a mixture of two normal liters of nitrogen and 86 g (T, mol) of cyan chloride, preheated to 550 ° C, and 5b1 g of 6.1 mol) of toluene, which is also preheated to 550 C. The reaction temperature is 680 ° C. The resulting reaction mass is cooled in a scrubber connected directly to the reactor by treating the reaction mixture with water to C. After separation of the aqueous and organic phase, the organic phase is subjected to fractional distillation. In this case, unreacted toluene is recovered first and then the target product. The yield of phenylacetonitrile is H6 g per hour, respectively 89%, based on the chlorinated chloride introduced. Phenylaceto; nitrile has so kip. 233-23 C. Its purity is above 98. After 120 hours of operation, no soot-shaped products are formed. PRI mme R 2. A quartz tube that is heated externally with a length of 1 m and a width of 39 mm is also used as a reactor. 37 g (0, 6 mol} of cyan chloride, preheated before, and 39b g (2.5 mol) of diphenylmethane, which is also preheated to. Process temperature is 650 ° C. B directly the scrubber connected to the reactor is treated with water and cooled to 30 ° C. The aqueous and organic phases are separated. The organic phase is subjected to fractional distillation. The unreacted diphenylmethane is separated. The yield of diphenylacetonitrile is 83 per input Chlorine cyan at chistotbs At a temperature of: 3. As a reactor, a quartz tube heated from outside is used with a length of 1 m and a width of 20 mm, 7.1 g (0.12 mol) of chlorine cyanine and 42, 8 g (about, 6 mol of 3-methylpyridine,
    preheated to 550C. The reaction temperature is 680 ° C;; In the scrubber directly connected to the scrubber, the reaction mixture is treated hourly with 1.2 l of an aqueous solution of sodium hydroxide. The waterH mixture resulting from the scrubber is extracted with 2 liters of dichloromethane. By distillation of the organic phase, dichloromethane is regenerated and unreacted 3 methylpyridine-11-left pyridine-3-acetonitrile has a boiling point. Q - QE ° C /, S mm Hg. Its purity is 98.5. The yield is 10, g, respectively, 75, based on the chlorinane introduced.
    P r and I r. As a reactor, a quartz tube heated from the outside is used 1 m long and 39 mm wide. 37 g (0.6 mol) of cyan chloride and 2b5 g (2.7 mol) of 3-methylthiophene are added to the tube in an even flow and separately from each other, which are preheated before. The interaction temperature is. In the receiver directly attached to the reactor, the reaction mixture is cooled before and condensate is obtained. Condensate is subjected
    fractional distillation. The unreacted 3 methylthiophene is isolated. Thiophene-3-acetonitrile has so kip. 78-83C / 1.5 mmHg Its purity, as established by
    gas chromatography, above 98. The yield is 77% based on the chlorinated chloride introduced.
    P p „and measures are presented in table. 1. The procedure of Example 2 is followed; however, chlorocyan is introduced into interaction with compounds + nor, which are listed in Table. 1 in the form of precursors. The molar ratio indicates how many moles of this starting material are taken per mole of cyan chloride. The temperature is the reaction temperature. The output is specified in the calculation entered chlorocyanine.
    Examples 28-35 are presented in table. 2. The procedure of Example 2-8 is followed. The rest is similar to Examples 5-227 Examples are presented in Table. 3. Follow the procedure of example k, otherwise similar to examples 5-27.
    Table 1
    Continued table. one
    t "in l and" s
    0 l BeHaHfltHoOeH
    660
    3.7
     .
    rip m: 3 methylthiophene 2 vchv tonitml
    2Tiofenacetonegrip phenip "56
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING SUBSTITUTED ASHITRILS OF GENERAL FORMULA
    · ·· I ·: · Ms / where - hydrogen, phenyl;.
    类似技术:
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    同族专利:
    公开号 | 公开日
    AT362775B|1981-06-10|
    ATA789579A|1980-11-15|
    CH641443A5|1984-02-29|
    NL7907364A|1980-06-17|
    DE2854210A1|1980-06-26|
    IT7951080D0|1979-12-13|
    BE880556A|1980-06-11|
    FR2444026A1|1980-07-11|
    GB2037762A|1980-07-16|
    DE2854210C2|1984-08-09|
    US4369322A|1983-01-18|
    JPS639495B2|1988-02-29|
    FR2444026B1|1984-10-05|
    JPS5585557A|1980-06-27|
    GB2037762B|1983-04-13|
    IT1207014B|1989-05-17|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2553404A|1950-04-08|1951-05-15|American Cyanamid Co|Preparation of aralkyl cyanides|
    FR1033516A|1950-04-08|1953-07-13|American Cyanamid Co|Improvements in the preparation of aromatic nitriles|
    US2606917A|1951-06-29|1952-08-12|American Cyanamid Co|Preparation of nitriles|
    US3028413A|1957-03-22|1962-04-03|Pure Oil Co|Process for the production of acetonitrile|
    CH582655A5|1973-10-18|1976-12-15|Lonza Ag|US4800590A|1985-01-14|1989-01-24|Willis E. Higgins|Computer key and computer lock system|
    US4613606A|1985-12-02|1986-09-23|SyntexInc.|Tetrahydroisoquinoline derivatives|
    DE3717434C1|1987-05-23|1988-09-15|Degussa|Process for the preparation of m-trifluoromethylphenylacetonitrile|
    DE10215294A1|2002-04-08|2003-10-23|Bayer Cropscience Ag|Process for the preparation of 2,4,5-trimethylphenylacetic acid|
    CN103351311B|2013-06-17|2016-05-11|张家港威胜生物医药有限公司|A kind of synthetic method of diphenatril|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE2854210A|DE2854210C2|1978-12-15|1978-12-15|Process for the preparation of aromatically or heteroaromatically substituted acetonitriles|
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