• 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:
    METHOD FOR PREPARING 2-AMINO-4, 6-DIMETOXYPYRIMVDINA of the formula I characterized in that, in order to simplify the process and increase the yield of the target product, the N-cyanoimidate of the formula (II) OCHN CH C-KNg I OCH3 is heated before and the process is melted at 190 ° C or in a solvent inert to the N-cyanoimidate, at 110-144 ° C, followed by the addition of the desired product.
    公开号:SU1151205A3
    申请号:SU813355454
    申请日:1981-09-30
    公开日:1985-04-15
    发明作者:Якоб Фукс Юльюс；Кун Ва Ват Эдвард
    申请人:Е.И.Дюпон Де Немур Энд Компани (Фирма)；
    IPC主号:
    专利说明:

    The invention relates to an improved process for the preparation of the 2-amino-4,6-dimethoxypyrimidine compound used in the synthesis of sulfonamide herbicides. Known methods for the preparation of 2-agno-, 6-dimethoxypyrimidine are based on the replacement of chlorine by a methoxy group by treating 2-amino-A-chloro-6-methoxypyrimidine Cll or 2-amino-4,6-dichloropyrimidine C2 with sodium methylate in the corresponding high boiling inert organic solvent. However, the methods are characterized by insufficient yield (the need to use absolute solvents, and sodium methylate as a reagent, as well as the use of hard-to-use starting materials: 2-amino-4-chloro-6-methoxy pyrimidine or 2-amino-4,6-dichloropyrimidine. Purpose 2-amino-4,6-dimethoxypyrimidine. The goal is achieved by the fact that when carrying out the process for preparing 2-amino-4,6-dimethoxypyridine of formula I, N-cyanoimidate fo C 1J-CN CH -C-NHz os: nz -NH2 -N bCHNz heated to and p The process is carried out in a melt at 190 ° C or in a solvent inert to the N-cyanoimidate at 110-144 ° C, followed by separation of the target product. The proposed method allows to increase the yield of the desired product by 100%, simplify the process by conducting it in the melt or in an inert organic solvent, exclusion from the reaction mass of methyl sodium, and with it the need to carry out the process in a salt medium. Example 1, .1.0 g of recrystallized 1-methoxy-3-amino-3 51-methoxy-N-cyano -2-Propenimidate is heated in an oil test tube bath to t. pl. in which the sudden release of energetically raises the temperature of the melt to. The melt is then cooled to solidify. The resulting product has so pl. 94-96C and the IR spectrum is identical with the IR spectrum of pure 2-amino-4, 6-dimethoxy-pyrimidine. The yield is 100%. Example 2. A suspension of 5 g of recrystallized methyl-3-amino-3-methoxy-N-cyano-2-propenimidate in toluene is boiled under reflux; NIKOM for 1 hour. Toluene is extruded from the solution and 2-amino-4, 6-dimethoxypyrimidine is obtained. T. pl.9496. The yield is 100%. Example 3. A suspension of 101.5 g of 1,3-propenediimidate chloride dihydrate in 2 liters is gradually added together with 50% NaOH and 400 ml of water contained in a reactor maintained at (0) - (-5) C, such a portion mi, so that the pH of the aqueous solution is maintained within 5-7. Then, 45 g of 50% aqueous cyanamide is added and the resulting two-phase reaction mixture is heated under reflux for 1 hour. After separation of the phases, the CHjClJ phase is dried by removal of ClijClj and water is removed by azeotropic distillation. The resulting solution of 1-label si-3-amino-3-methoxy-H-cyano-2-propenimidate in CHjCI is gradually introduced into: silol, maintained at 100-130 ° C, after which the light fractions and condensate are distilled off. After the introduction of the total amount of solution in xylene, the solution temperature is held for 15 minutes and then filtered. Get 2-amino-4,6-dimethoxypyrimidine, so pl. 94-96 s. Yield 80%. Example 4. 2-4,6-dimethoxypyrimidine. A mixture of 56.4 g of 1-methoxy-3-amino-3-methoxy-K-cyano-2-propenimidate in 200 ml of toluene is heated under reflux for 4 hours. The resulting homogeneous solution is cooled to 0 ° C and a solid is precipitated. The latter is removed by filtration to obtain 48.8 g of a slightly yellow solid with m.p. 92J11512054
    93 ,. The second yield (5.2 g of product; the proposed method allows this) is obtained from the mother liquor to obtain the desired product with a high yield, so that the total yield is 96% (up to 100%) by simplified (54 g) circuit.
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING 2-AMINO-4,6-DIMETHOXYPYRIMTSDINE of the formula Ί characterized in that, in order to simplify the process and increase the yield of the target product, N-cyanoimidate of the formula (II)
    0CH 5
    C! = N-CN Ch = c-nh z 0SN 3 was heated to 130 ° C and the process is carried out in the melt at 190 C or in a solvent inert to the N-tsianoimidatu at 110-144 ° C followed by isolation of the desired product.
    SU .1151205
    1 151205
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    同族专利:
    公开号 | 公开日
    US4288383A|1981-09-08|
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    JPS5629557A|1981-03-24|
    US4235802A|1980-11-25|
    CA1131637A|1982-09-14|
    CA1137476A|1982-12-14|
    DK304280A|1981-02-15|
    JPH0121141B2|1989-04-19|
    JPS6354365A|1988-03-08|
    US4299960A|1981-11-10|
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2697727A|1953-04-28|1954-12-21|American Cyanamid Co|Method of preparing s-alkyl cyanopseudothioureas|
    US3849465A|1962-11-01|1974-11-19|Du Pont|N-cyanoimines and n-cyanoaziridines|
    US3225077A|1963-03-05|1965-12-21|American Cyanamid Co|N-cyanoimidates and processes for preparing same|
    US3439031A|1965-06-15|1969-04-15|Du Pont|N,n' - dicyano - 1,3 - diazapropenes and the preparation thereof from cyanamides and n-cyanoiminocarbonates|
    US3658901A|1969-06-18|1972-04-25|Richard J Timmons|Cyanodithioimidocarbonates|
    US4108883A|1976-07-16|1978-08-22|American Cyanamid Company|Propionimidate hydrohalides|
    DE2426913A1|1974-06-04|1975-12-11|Ferring Arzneimittel Gmbh|Malonic or succinic acid di prodn. - by reacting dicarboxylic acid dinitriles with anhydrous lower alcohols|
    CH603575A5|1974-08-19|1978-08-31|Hoffmann La Roche|
    JPS5721655B2|1975-10-01|1982-05-08|
    US4144338A|1977-02-17|1979-03-13|Merck & Co., Inc.|N-pyrimidinyl-N-dialkylaminoalkyl ureas|
    JP4641293B2|2006-08-25|2011-03-02|本田技研工業株式会社|Overheat protection device for saddle-ride type vehicles|IE49355B1|1979-01-26|1985-09-18|Ici Ltd|Process for the manufacture of-carbonates|
    US4515626A|1982-10-06|1985-05-07|Ciba Geigy Corporation|N- ureas having herbicidal activity|
    DE3517844A1|1984-08-30|1986-03-13|Bayer Ag, 5090 Leverkusen|SULFONYLISOUREA DERIVATIVES|
    DE3517842A1|1984-08-30|1986-03-13|Bayer Ag, 5090 Leverkusen|SULFONYLGUANIDINOPYRIMIDINE DERIVATIVES|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US06/067,354|US4235802A|1979-08-14|1979-08-14|Propenimidates|
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