CAJ | 학술논문

以邻甲基苯胺为原料，经氯甲基化、缩合、季铵化和复分解四步反应合成了一种季铵盐型植物生长调节剂：(3-甲基-4-脲基)-苄基-三甲基十二烷基硫酸铵。邻甲基苯胺在浓盐酸中用多聚甲醛进行氯甲基化，n(邻甲基苯胺)∶n(多聚甲醛)=11∶30，在50 ℃通入HCl气体，反应6 h，得到2-甲基-4-氯甲基苯胺(Ⅰ)，产率78%。中间产物(Ⅰ)与尿素溶于浓盐酸，在96 ℃反应2 h，然后滴加质量分数为30%的三甲胺水溶液150 mL，在70 ℃反应1 h，得到(3-甲基-4-脲基)-苄基氯化铵(Ⅲ)，产率40%。中间产物(Ⅲ)与十二烷醇硫酸钠(K12)以n(Ⅲ)∶n(K12)=1∶1的量比溶于乙醇和水的混合溶剂中，在80 ℃反应2 h，合成了(3-甲基-4-脲基)-苄基-三甲基十二烷基硫酸铵(Ⅳ)，产率90%。用w(Ⅳ)=0.15%的水溶液喷施小麦1次，能使小麦增产14%。
이린갑기분알위원료，경록갑기화、축합、계안화화복분해사보반응합성료일충계안염형식물생장조절제：(3-갑기-4-뇨기)-변기-삼갑기십이완기류산안。린갑기분알재농염산중용다취갑철진행록갑기화，n(린갑기분알)∶n(다취갑철)=11∶30，재50 ℃통입HCl기체，반응6 h，득도2-갑기-4-록갑기분알(Ⅰ)，산솔78%。중간산물(Ⅰ)여뇨소용우농염산，재96 ℃반응2 h，연후적가질량분수위30%적삼갑알수용액150 mL，재70 ℃반응1 h，득도(3-갑기-4-뇨기)-변기록화안(Ⅲ)，산솔40%。중간산물(Ⅲ)여십이완순류산납(K12)이n(Ⅲ)∶n(K12)=1∶1적량비용우을순화수적혼합용제중，재80 ℃반응2 h，합성료(3-갑기-4-뇨기)-변기-삼갑기십이완기류산안(Ⅳ)，산솔90%。용w(Ⅳ)=0.15%적수용액분시소맥1차，능사소맥증산14%。
〔(3-Methyl-4-ureidobenzyl)trimethylammonium〕dodecyl sulfate used as a plant growth regulator was synthesized by four step reaction.The chloromethylation of o-methylaniline with paraformaldehyde in conc. hydrochloric acid in mole ratio n(o-methylaniline)∶n(paraformaldehyde)=11∶30 was proceeded.Gaseous HCl was passed in at 50 ℃ for 6 h to get 2-methyl-4-chloromethylaniline (Ⅰ) in 78% yield.The intermediate (Ⅰ) reacted with urea in hydrochloric acid at 96 ℃ for 2 h and then aqueous trimethylamine was dropped at 70 ℃ and reacted for 1 h to get (3-methyl-4-ureidobenzyl)trimethylammonium chloride (Ⅲ) in 40% yield.The intermediate (Ⅲ) reacted with sodium dodecyl sulfate (K12) in mole ratio n(Ⅲ)∶n(K12)=1∶1 at 80 ℃ for 2 h to get 〔(3-methyl-4-ureidobenzyl)trimethylammonium〕 dodecyl sulfate (Ⅳ) in 90% yield.By spraying once a 0.15% aqueous solution of (Ⅳ),the yield of wheat was increased by a factor of 14%.