• 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:
    In the preparation of aromatic urethans, a dialkyl carbonate is reacted with an N-acyl derivative of an amine: thus, for example, by reacting acetanilide with a lower dialkyl carbonate, such as DMC or DEC, in the presence of titanium tetraphenate (Lewis' acid), phenylmethyl urethan is obtained with a yield over 90%. No toxic reactants are used and the reaction has outstandingly high yields and conversion ratings. The urethane in question are useful as weed-killers and pesticides in agriculture.
    公开号:SU860693A1
    申请号:SU772469148
    申请日:1977-04-08
    公开日:1981-08-30
    发明作者:Романо Уго；Тесеи Ренато
    申请人:Аник С.П.А. (Фирма)；
    IPC主号:
    专利说明:

    one
    This invention relates to a process for the preparation of aromatic urethanes having the general formula
    ABOUT
    And Ar-im-C-OR
    where And g - phenyl,
    R is alkyl Cj-Cg,
    used to control weeds and agricultural pests.
    A known method for producing aromatic urethanes by the interaction of disalkyl carbonates and amines at 80130 ° C in the presence of Lewis acids. The yield of the target product l / 46% at a conversion of 56% flj.
    The purpose of the invention is to increase the yield of target products and the degree of conversion.
    This goal is achieved by the method of obtaining aromatic urethanes by reacting dialkarbonates with an amine — acetanilide with IIG-IBO C in the presence of Lewis acids.
    The Lewis acids can be alcohols or aluminum and titanium phenates.
    Example 1. In a 250 ml flask equipped with a column with 20 plates and a liquid sampling head, 132 g of diethyl carbonate, 25.1 g of acetylide and 4.8 g of titanium terephthalate are charged.
    After 1 hour at 130 ° C., 16 g (yield 90%) of ethyl acetate is obtained as the top distide.
    ten
    The output of phenylethyl urethane more than 90%.
    Conversion of acetanilide 100%, not detected diphenylurea. 15 Example 2. In the apparatus described in example 1, 100.5 g of dimethyl carbonate and 25.1 g of acetanilide are charged with 4.8 g of titanium tetrafenate.
    20 .t / 2 h, 13.3 g of methyl acetate are obtained as the overhead distillate (yield: 9.6.2%).
    The output feni.pmetiluretan more than 90%.
    25 Conversion of acetanilide 100%.
    Example 3. A 500 ml flask was charged with 19.5 g of N, N-6HC-acetyl-2, 4-tolylendigmin and 300 g of dimethyl carbonate with 2.4 g of tetraphene 30 and titanium.
    After 5 hours, 13.9 g of methyl ethyl acetate as the head distillate (yield 1.00%) and 22 g of bis-methylurethane-dialenediamine (yield 99%) are obtained.
    Example 4 Into the flask described in example 1, load, h: acetanilide 10, dimethyl carbonate 80 and tetramethylate titanium 1,27.
    After 4 hours, 7.5 g of methyl acetate (72% yield) is obtained as the head distillate with 80% acetanilide conversion.
    Vio g of phenylmethylurethane is obtained at a yield of about 70% and a selectivity of 70%.
    Example 5. In the flask described in example 1, load, g: acetanilide 20, dimethyl carbonate 80 and A1 (o-isopropyl) 1,51.
    After 4 hours at 120 ° C., 13.1 g of methyl acetate and 18.4 g of phenylmethylurethane (yield 82%) are obtained as the overhead distillate with acetanilide conversion reaching 90%.
    Example 6. In the apparatus described in example 1, download, g: propionanilide 23, dimethyl carbonate 85 and titanium tetrachloride 1.5.
    After 4 h, methyl propane was obtained:) nat as a head distillate with a yield of 100% with full conversion of propionanilide and a yield of phenylmethylurethane equal to about 92%.
    权利要求:
    Claims (1)
    [1]
    1. US Patent SS63217, cl. 260-471 C, published. 1973 (prototype).
    类似技术:
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    同族专利:
    公开号 | 公开日
    SE427838B|1983-05-09|
    NO771277L|1977-10-17|
    NO149310C|1984-03-28|
    GB1519131A|1978-07-26|
    BG30770A3|1981-08-14|
    CS191338B2|1979-06-29|
    NL179374B|1986-04-01|
    DK145295B|1982-10-25|
    NO149310B|1983-12-19|
    DE2716540B2|1979-03-15|
    RO72531A|1981-06-30|
    JPS52125147A|1977-10-20|
    PL106065B1|1979-11-30|
    FR2348195B1|1980-01-18|
    US4100351A|1978-07-11|
    DE2716540C3|1979-11-22|
    NL179374C|1986-09-01|
    SE7704247L|1977-10-15|
    DK145295C|1983-04-18|
    NL7704117A|1977-10-18|
    FR2348195A1|1977-11-10|
    DD129647A5|1978-02-01|
    IT1064762B|1985-02-25|
    BE853606A|1977-10-14|
    DE2716540A1|1977-10-20|
    DK164477A|1977-10-15|
    HU174664B|1980-03-28|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US3938986A|1969-03-17|1976-02-17|Ppg Industries, Inc.|Herbicide|
    US3763217A|1970-12-03|1973-10-02|Halcon International Inc|Preparation of carbamates|
    GB1337877A|1971-05-24|1973-11-21|Ici Australia Ltd|Process for the preparation of n-acyl and n-aroyl carbamates|
    GB1494340A|1974-12-03|1977-12-07|Wyeth John & Brother Ltd|Process for preparation of substituted n-phenylcarbamate esters|US4148438A|1977-09-28|1979-04-10|Stanadyne, Inc.|Anti-siphon spray head|
    US4258201A|1979-01-29|1981-03-24|Halcon Research And Development Corp.|Process for the manufacture of carbamates|
    US4266070A|1979-05-25|1981-05-05|Halcon Research And Development Corp.|Catalytic process for the manufacture of urethanes|
    US4260781A|1979-05-25|1981-04-07|Halcon Research And Development Corp.|Process for the manufacture of carbamates|
    DE2942503A1|1979-10-20|1981-05-07|Basf Ag, 6700 Ludwigshafen|METHOD FOR PRODUCING AROMATIC DI- AND / OR POLYISOCYANATES|
    US4258200A|1980-03-11|1981-03-24|Air Products And Chemicals, Inc.|Production of carboxylic acid amides and carbamates using cobalt catalysts|
    DE3035354A1|1980-09-19|1982-04-29|Bayer Ag, 5090 Leverkusen|METHOD FOR THE PRODUCTION OF N, O-DISUBSTITUTED URETHANES AND THE USE THEREOF AS THE STARTING MATERIAL FOR THE PRODUCTION OF ORGANIC ISOCYANATES|
    DE3036966A1|1980-10-01|1982-05-06|Bayer Ag, 5090 Leverkusen|METHOD FOR THE PRODUCTION OF N, O-DISUBSTITUTED URETHANES AND THE USE THEREOF AS THE STARTING MATERIAL FOR THE PRODUCTION OF ORGANIC ISOCYANATES|
    US4550188A|1984-06-27|1985-10-29|The Dow Chemical Company|Preparation of carbamates|
    US4567287A|1984-08-08|1986-01-28|The Upjohn Co.|Preparation of carbamates from organic carbonates and aromatic ureas|
    DE3861988D1|1987-07-02|1991-04-18|Warner Lambert Co|N--phenyl)-harnstoff und -carbamat-inhibitoren der acyl-coenzym a:cholesterol-acyltransferase.|
    CA1338868C|1988-04-25|1997-01-21|Theophilus F. Leapheart|Process for the production of cis-hydroxy trans-phenoxycyclopentylamines|
    US5166414A|1989-12-28|1992-11-24|Mitsubishi Gas Chemical Company, Inc.|Process for producing isocyanate compound|
    JP2918012B2|1993-02-03|1999-07-12|三菱瓦斯化学株式会社|Method for producing urethane compound|
    JPH06239289A|1993-02-16|1994-08-30|Mitsubishi Heavy Ind Ltd|Hull structure of printed wiring type|
    US6781010B1|2000-09-19|2004-08-24|Lyondell Chemical Company|Non-phosgene route to the manufacture of organic isocyanates|
    CN101130508B|2006-08-22|2011-05-04|中国科学院过程工程研究所|Process for synthesizing phenyl urethane in atmospheric condition|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    IT22299/76A|IT1064762B|1976-04-14|1976-04-14|PROCESS FOR THE PREPARATION OF AROMATIC UREIANS|
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