4-(4-甲基苯磺酰胺基)嘧啶类化合物的合成及除草活性Synthesis and Herbicidal Activity of 4-(4-methyl phenylsulfonylamino) Pyrimidine Derivatives
李公春;张建立;朱凤祥;杨风岭;
摘要(Abstract):
对甲苯磺酰胺与2,4-二氯嘧啶在氢化钠作敷酸剂,N,N-二甲基乙酰胺作溶剂的条件下反应,合成了2-氯-4-(4-甲基苯磺酰胺基)嘧啶。2-氯-4-(4-甲基苯磺酰胺基)嘧啶再与甲醇钠反应,合成了2-甲氧基-4-(4-甲基苯磺酰胺基)嘧啶。所合成的目标化合物均通过1H-NMR和元素分析确证。生物活性测试结果表明,4-(4-甲基苯磺酰胺基)嘧啶类化合物有一定的除草活性,2-氯-4-(4-甲基苯磺酰胺基)嘧啶浓度100μg/ml时对油菜根长生长具有较好的抑制效果。
关键词(KeyWords): 4-(4-甲基苯磺酰胺基)嘧啶;合成;除草活性
基金项目(Foundation): 河南省自然科学基金资助项目(082300420110);; 河南省教育厅自然科学基金资助项目(2007150036)
作者(Author): 李公春;张建立;朱凤祥;杨风岭;
Email:
DOI: 10.13989/j.cnki.0517-6611.2011.01.092
参考文献(References):
- [1]DEAN T R.Preparation of herbicidal heterocyclic sulfonamides:EP,244269[P].1987.
- [2]VANHEERTUM J C,GERWICK B C,KLESCHICK W A,et al.Herbicidal alkoxy-1,2,4-triazolo(1,5-c)pyrimidine-2-sulfonamides:US5163995[P].1992.
- [3]JOHNSON T C,VANHEERTUM J C,OUSE D G,et al.Preparation of N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)arylsulfonamides as herbicides:WO,2002036595[P].2002.
- [4]BREEN J G,SHIRAISHI I.Additives to herbicides:JP,2001233718[P].2001.
- [5]COSTALES M J,KLESCHICK W A,HER R J,et al.Preparation of N-(1-ethyl-4-pyrazolyl)triazolo azinesulfonamide herbicides:US,5763359[P].1998.
- [6]ARNDT K E,KLESCHICK W A,REIFSCHNEIDER W,et al.Preparation of N-pyridinyl[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide as herbi-cides:US,5614469[P].1997.
- [7]FISCHER K,MAYER H,HAMPRECHT G,et al.Preparation of purine-8-sulfonamides as herbicides and plant-growth regulators:DE,3921271[P].1990.
- [8]王辉,陈琼,陈悟,等.三唑并嘧啶-2-磺酰胺类除草剂的研究进展[J].华中师范大学学报:自然科学版,2003,37(1):68-74.
- [9]KITA H,TAMADA Y,NAKAYA Y,et al.Preparation of pyrazole sulfony-lurea compounds containing pyrimidine moiety as herbicide:WO,2005103044[P].2005.
- [10]TANAKA Y,KAJIWARA Y,NISHIYAMA T.Herbicidal compositions containing pyrimidinylsulfonylureas and other herbicides:JP,2005126415[P].2005.
- [11]李永红,刘斌,杨秀凤.除草活性筛选方法规范化研究(Ⅱ)——油菜平皿法[J].浙江化工,2000,31(Z1):105-107.
- [12]刘斌,李永红,杨秀凤.除草活性筛选方法规范化研究(Ⅱ)——稗草小杯法[J].浙江化工,2000,31(Z1):103-104.