申请人:AVENTIS CROPSCIENCE SA
公开号:WO2000021922A2
公开(公告)日:2000-04-20
(57) Abstract The invention relates to a process for the preparation of a compound of formula (I): wherein, R1 represents C¿1-4 ?alkoxy; fluorine, chlorine or bromine; and R?2¿ represents hydrogen or C¿1-4 ?alkoxy; which process comprises the reaction of the corresponding orthonitrohalobenzene of formula (II): wherein R?1 and R2¿ are as hereinbefore defined and X represents a fluorine, chlorine or bromine atom, with, when X represents a fluorine atom: a) an alkali metal cyanide, in a non aqueous solvent optionally in the presence of a catalyst; or when X represents a chlorine atom: b) cuprous cyanide and a source of bromide selected from hydrogen bromide, bromine and a tetraalkylammonium bromide; optionally in the presence of an alkali metal bromide or an alkaline earth metal bromide; or c) an alkali metal cyanide or a tetraalkylammonium cyanide, in the presence of an alkali metal bromide or an alkaline earth metal bromide; or c) an alkali metal cyanide or a tetraalkylammonium cyanide, in the presence of cuprous bromide and a phase transfer catalyst; or d) cuprous cyanide and lithium iodide; or when X represents a bromine atom: e) cuprous cyanide optionally in the presence of a catalyst selected from an alkali metal bromide or an alkaline earth metal bromide; or f) an alkalie metal cyanide in the presence of a catalytic amount of cuprous cyanide and a phase transfer catalyst.
(57) 摘要 本发明涉及一种制备具有式(I)化合物的工艺:其中,R1代表C1-4烷氧基;氟、氯或溴;且R2代表氢或C1-4烷氧基。该工艺包括以下反应:所述反应对应物为具有式(II)的邻硝基卤代苯:其中R1和R2如前述所定义,X代表氟原子、氯原子或溴原子。当X代表氟原子时: (a) 在非水溶剂中使用碱金属氰化物,任选地在催化剂存在下; 当X代表氯原子时: (b) 铜粉氰化物和溴化物来源,所述溴化物来源选自氢溴酸、溴和四烷基鏻溴化物;任选地在碱金属溴化物或碱土金属溴化物存在下;或 (c) 碱金属氰化物或四烷基鏻氰化物,在碱金属溴化物或碱土金属溴化物存在下;或 (c) 碱金属氰化物或四烷基鏻氰化物,在铜粉溴化物和相转移催化剂存在下;或 (d) 铜粉氰化物和碘化锂; 当X代表溴原子时: (e) 铜粉氰化物,任选地在选自碱金属溴化物或碱土金属溴化物的催化剂存在下;或 (f) 碱金属氰化物,在催化量的铜粉氰化物和相转移催化剂存在下。