CAJ | 학술논문

为研究棉田除草剂溴嘧氯草醚（开发代号SIOC0426，化学名称为N-[2-氯-6-（4，6-二甲氧基-2-嘧啶氧基）苄基]-4-溴苯胺）的中试合成工艺，以2-氟-6-氯苯甲醛为起始原料，通过水解、缩合、还原和亲核取代反应在公斤级规模上合成了溴嘧氯草醚，用高效液相色谱外标法测定了原药含量，通过三维高效液相色谱-质谱联用（ HPLC-DAD-MS ）技术对原药中的杂质结构进行了鉴定。结果表明，反应总收率高于80％，原药含量大于98％，主要杂质为未反应完全的中间体2-[（4-溴苯氨基）甲基]-3-氯苯酚和溴嘧氯草醚Smiles重排产物。该工艺反应条件温和，反应收率高，原药含量高，“三废”排放较少，较适合工业化放大生产。
위연구면전제초제추밀록초미（개발대호SIOC0426，화학명칭위N-[2-록-6-（4，6-이갑양기-2-밀정양기）변기]-4-추분알）적중시합성공예，이2-불-6-록분갑철위기시원료，통과수해、축합、환원화친핵취대반응재공근급규모상합성료추밀록초미，용고효액상색보외표법측정료원약함량，통과삼유고효액상색보-질보련용（ HPLC-DAD-MS ）기술대원약중적잡질결구진행료감정。결과표명，반응총수솔고우80％，원약함량대우98％，주요잡질위미반응완전적중간체2-[（4-추분안기）갑기]-3-록분분화추밀록초미Smiles중배산물。해공예반응조건온화，반응수솔고，원약함량고，“삼폐”배방교소，교괄합공업화방대생산。
Cotton herbicide SIOC0426 ( 4-bromo-N-( 2-chloro-6-( 4 , 6-dimethoxypyrimidin-2-yloxy ) benzyl) aniline ) was synthesized in kilo-scale from 2-chloro-6-fluorobenzaldehyde via hydrolysis, condensation, reduction and nucleophilic substitution reactions. The purity of the herbicide was determined by HPLC external standard method, and the impurities of the herbicide were elucidated by HPLC-DAD-MS. The four-step yield is above 80%, and the purity of the final product is greater than 98%. The impurities are unreacted intermediate 2-( ( 4-bromophenylamino ) methyl )-3-chlorophenol and Smiles rearrangement product of SIOC0426 . The pilot-scale synthetic method with the advantage of mild conditions, high yield, high purity and less wastes is suitable for industrial scale-up.