PROCESS FOR MANUFACTURING 5-FORMYL-PYRIDINE-2,3-DICARBOXYLIC ACID ESTERS
    3.
    发明申请
    PROCESS FOR MANUFACTURING 5-FORMYL-PYRIDINE-2,3-DICARBOXYLIC ACID ESTERS 审中-公开
    制备5-甲基吡啶-2,3-二羧酸酯的方法

    公开(公告)号:WO2010066668A1

    公开(公告)日:2010-06-17

    申请号:PCT/EP2009/066495

    申请日:2009-12-07

    CPC classification number: C07D213/80

    Abstract: A process for manufacturing a 5-formyl-pyridine-2,3-dicarboxylic acid ester (I) wherein Z is hydrogen or halogen; Z 1 is hydrogen, halogen, cyano or nitro and R 1 , R 2 are independently C 1 -C 10 -alkyl, comprising the steps of (i) reacting a compound of formula (II), wherein the symbols are as in formula (I), with a nitrosation agent (III) R 3 -O-N=O (III) wherein R 3 is C 1 -C 8 -alkyl, in the presence of an alkali metal or alkaline earth metal alcoholates or carbonates in a polar aprotic solvent at a temperature of from -45 to 40°C, to obtain an oxime compound (IV) where Z, Z 1 , R 1 and R 2 are as in formula (I), and (ii) reacting oxime compound (IV) with an aliphatic C 1 -C 10 -aldehyde in the presence of a Lewis acid at a temperature in the range of from 0 to 100°C. The compounds of formula (I) are useful intermediates in the synthesis of herbicidal imidazolinones, like imazamox.

    Abstract translation: 制备其中Z为氢或卤素的5-甲酰基 - 吡啶-2,3-二羧酸酯(I)的方法; Z1是氢,卤素,氰基或硝基,R1,R2独立地是C1-C10-烷基,包括以下步骤:(ⅰ)使符号如式(I)所示的式(ⅱ)化合物与式 在碱金属或碱土金属醇盐或碳酸盐存在下,在极性非质子溶剂中,温度为-45〜40℃的亚硝化剂(Ⅲ)R3-ON = O(Ⅲ)其中R3为C1-C8-烷基 ℃,得到其中Z,Z 1,R 1和R 2如式(I)中的肟化合物(Ⅳ),和(ⅱ)使肟化合物(Ⅳ)与脂族C 1 -C 10 - 醛在 路易斯酸,温度范围为0-100℃。 式(I)化合物是合成除草咪唑啉酮类似咪唑氧化物的有用中间体。

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