取代3—氨基嘧啶及其噻吩磺酰脲衍生物的合成和除草活性

采用克莱森缩合反应合成了６个β－二羰基化合物（Ⅰ），Ⅰ与胍的缩合环化反应等合成了７个取代２－氨基嘧啶（Ⅱ）、Ⅱ与２－噻吩磺酰异氰酸酯反应合成了５个含不同取代嘧啶环的２－噻吩磺酰脲（Ⅲ）、Ⅱ和Ⅲ中有８个首次合成，其结构经ＩＲ，＾１ＨＮＭＲ，元素分析等测试确证，并初步测定了部分化合物的除草活性。     

含取代嘧啶环的苯磺酰脲的合成和生物活性测定

报道了１２种含不同取代嘧啶环的苯磺酰脲的合成及初步的生物活性测定结果，其中１０种为新化合物，结构经＾１ＨＮＭＲ，ＩＲ和元素分析等证实。     

磺酰脲类除草剂的合成及其除草活性

磺酰脲类除草剂具有用量低,活性高、选择性好、毒性小的优点。为开发和应用此类除草剂,我们合成了在氮原子上连正丁基的8个新的衍生物,并进行了室内药效测定。     

含有单取代嘧啶的新型磺酰脲类化合物的设计、合成及除草活性

为了寻找高效的磺酰脲类除草剂, 以商品化磺酰脲类除草剂为基础, 将单取代嘧啶结构引入到分子中, 合成了一系列新型磺酰脲类化合物, 并通过¹H NMR和高分辨质谱确定了其结构. 采用盆栽法和平皿法测试了所有化合物的除草活性以及部分化合物对油菜的IC₅₀值. 结果表明, 一些化合物具有一定的除草活性, 其中化合物7b和7d对油菜和反枝苋具有较好的抑制活性.     

嘧啶基苯硫甲基磺酰脲化合物的合成及除草活性

４，６－二氯－２－嘧啶基苯硫甲基磺酰脲与甲醇钠反应，合成了１５个 见文献报道的标题化合物。它们的结构经ＩＲ，＾１ＨＮＭＲ，ＭＳ，元素分析证实。其中一类化合物具有较强除草活性。     

新三取代嘧啶苯磺酰脲衍生物的合成与生物活性

设计合成了22个具有4,5,6-三取代嘧啶磺酰脲衍生物, 其结构经1H NMR, MS和元素分析确证. 经盆栽试验测定了化合物的除草活性, 结果表明, 嘧啶环5位取代基的引入对分子除草活性有一定的影响.     

含嘧啶环的苯基磺酰脲、吡唑磺酰脲的合成及生物活性

磺酰脲衍生物;除草活性;含嘧啶环的苯基磺酰脲、吡唑磺酰脲的合成及生物活性     

新磺酰脲类化合物的合成及除草活性

新磺酰脲类化合物的合成及除草活性;嘧啶;合成;除草剂     

4,5,6-三取代嘧啶磺酰脲化合物的合成与除草活性

合成了19个具有4, 5, 6-三取代嘧啶磺酰脲化合物, 经过1H NMR, MS和元素分析确定了其结构. 经油菜平皿法和盆栽试验测定了化合物的除草活性, 并讨论了活性规律.     

三氟甲基嘧啶磺酰脲的合成与除草活性

以三氟乙酰乙酸乙酯和盐酸胍为原料,经环合、氯化、甲氧基化、胺化反应合成了4种2-氨基-4-取代-6-三氟甲基嘧啶中间体(Ⅰa~Ⅰd),Ⅰ与邻甲氧羰基苯磺酰异氰酸酯亲核加成,合成了3种含不同取代嘧啶环的磺酰脲化合物(Ⅱb~Ⅱd)。其中2-氨基-4-二甲胺基-6-三氟甲基嘧啶(Ⅰd)和N[-2-(′4-二甲胺基-6-三氟甲基)嘧啶基]-2-甲氧羰基苯磺酰脲(Ⅱd)为新化合物,结构经1H NMR和MS表征。初步除草活性测定结果表明,N-[2-′(4-甲氧基-6-三氟甲基)嘧啶基]-2-甲氧羰基苯磺酰脲(Ⅱc)在浓度为200 ga.i./ha时对稗草和马唐的防效分别为70%和50%。     

Synthesis and Herbicidal Activities of Novel Uracil Derivatives Containing Pyrimidinyl Moiety

In order to find novel protoporphyrinogen oxidase inhibitors with high efficacy, broad-spectrum activity, and safety to crops, nine title compounds（4a-4i） were designed and synthesized by introducing pyrimidine moiety into the uracil skeleton with commercially herbicide butafenacil as the lead compound. Their structures were con- firmed by 1H NMR, IR, mass spectroscopy and elemental analysis. The bioassay results indicate that most of com- pounds 4 tested exhibit good to excellent herbicidal activities against B. campestris, A. retroflexus, E. crusgalli and D. sanguinalis in pre-emergence treatment at a dose of 1.5 kg/ha（1 ha=10^4 m^2）, for example, compound 4i showed 100% inhibition against the four plants tested in pre-emergence treatment at a dose of 1.5 kg/ha. So, this type of skeleton can be used as a valuable lead compound for the further development of a pre-emergent herbicide.     

Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing Thiadiazol Moiety

Thirteen novel sulfonylureas containing thiadiazole moiety were synthesized in a two-step reaction. Their structures were determined using IR, ^1H NMR, HRFTMS, and elemental analysis. Herbicidal activities of these compounds were determined in the green house bio-assay. The results show that four compounds among them exhibit some activity toward four tested herbs.     

含嘧啶环的新拟除虫菊酯的合成及其生物活性的研究

拟除虫菊酯是一类高效、低毒、广谱性杀虫剂。嘧啶环是生物分子和医药中有较好活性的基团。本文拟在菊酯分子中引入嘧啶杂环,并测试其生物活性。我们以β-二酮为起始原料,分别与尿素、甲酰胺和脒缩合关环形成嘧啶,并进一步合成含嘧啶环的新拟除虫菊酯。所合成化合物的生物试验表明其中一些化合物对家蝇具有较好的击倒效应和杀虫效能。     

Design,Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing Tetrahydrophthalimide Substructure

To develop novel sulfonylurea herbicides, a series of chlorsulfuron derivatives was designed and synthesized through introducing tetrahydrophthalimide substructure taken from protoporphyrinogen IX oxidase(PPO) inhibitors onto the critical 5-position of the classical benzene ring. The structures of title compounds were confirmed by infrared spectroscopy, ultraviolet spectroscopy, ¹H and ¹³C NMR spectrometry, mass spectrometry and elemental analysis. In addition, the crystal structure of compound II-5 was further determined by X-ray diffraction analysis. Bioassay results showed that individual compounds exhibited good herbicidal activities, especially compound II-8, which displayed 100% inhibition rate against Echinochloa crusgalli at 150 g/ha(1 ha=10⁴ m²) with the method of foliage spray in the pot experiment.     

Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing 1,2,4-Triazolinone Moiety

A series of new sulfonylureas incorporating 1,2,4-triazolinone moiety was synthesized, which were further bio-assayed for the herbicidal activity against four herbs, representative of monocotyledons and dicotyledons. Some of them exhibited high potency to inhibit the growth of dicotyledons(Bassica napus and Amaranthus retroflexus) in the pot experiment. Compounds 9a and 9b also displayed an excellent herbicidal activity against Bassica napus at a concentration of 15 g/hectare, which were comparable with commercial triasulfuron.     

Design,Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing Triazole and Oxadiazole Moieties

Three novel series of 5-substituted sulfonylurea derivatives were designed and synthesized via introducing a triazole or oxadiazole ring at the 5th position of the benzene ring in classical sulfonylurea herbicides. All the target compounds were confirmed by means of ¹H nuclear magnetic resonance(NMR), ¹³C NMR and elemental analysis. The bioassay results show that the target compounds containing an oxadiazole ring at the 5th position display moderate to excellent herbicidal activities against Brassica campestris and Amaranthus retroflexus under soil treatment. Especially, compounds zdk20, zdk21 and zdk22 possess 98.6%, 96.5% and 94.5% inhibition rates, respectively, against Amaranthus retroflexus at a concentration of 75 g/ha(1 ha=1×10⁴ m²) under soil treatment, which approach to those of the commercial herbicide chlorsulfuron.     

苯环2-位不同酯基取代的磺酰脲类化合物的合成及其除草活性

以正在开发的磺酰脲类超高效除草剂NK94827[N'-(4'-甲基嘧啶-2'-基)-2-甲氧羰基苯磺酰脲]的基本结构为基础,设计合成了18个苯环2位不同酯基取代的的新型磺酰脲类化合物,产物结构均经¹HNMR及元素分析确证.经油菜平皿法和盆栽试验测试除草活性,所合成的部分磺酰脲化合物的除草活性高.     

Synthesis and Herbicidal Activity of Novel Phenoxysulfonylureas Derivatives

Thirteen novel phenoxysulfonylureas derivatives were synthesized, and their structures were confirmed by MS, NMR and element analysis. The herbicidal activity and structure-activity relationship were also investigated. The results of preliminary active tests indicate that the compounds show moderate herbicidal activity.