2,6-二氯-N-[(3,4-二氯苯基)氨基甲酰]苯甲酰胺 | 35377-46-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,6-二氯-N-[(3,4-二氯苯基)氨基甲酰]苯甲酰胺
• 英文名称: N-(2,6-dichlorobenzoyl)-N'-(3,4-dichlorophenyl)urea
• 英文别名: 1-(2,6-Dichlorbenzoyl)-3-(3,4-dichlorphenyl)harnstoff；1-(2,6-Dichlorobenzoyl)-3-(3,4-dichlorophenyl)urea；2,6-dichloro-N-[(3,4-dichlorophenyl)carbamoyl]benzamide
• CAS: 35377-46-9
• 化学式: C₁₄H₈Cl₄N₂O₂
• 分子量: 378.042
• InChiKey: GXHSCFXDSHCSNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为产物：
  描述：

  2,6-dichlorobenzoyl isocyanate 、 3,4-二氯苯胺 在 苯 、 乙腈 作用下， 以 苯 为溶剂， 生成 2,6-二氯-N-[(3,4-二氯苯基)氨基甲酰]苯甲酰胺
  参考文献：
  名称：

  Benzoyl phenyl urea derivatives having insecticidal activities

  摘要：

  新的有机化合物，源自尿素或硫脲，基于这些新物质的杀虫剂制剂以及制造这些物质的方法。

  公开号：

  US04013717A1

文献信息

• Insecticidal 2,6-dihalobenzoyl urea derivatives
  申请人：U.S. Philips Corporation

  公开号：US04166124A1

  公开（公告）日：1979-08-28

  New 2,6-dihalobenzoyl urea derivatives and their use as insecticides.

  新的2,6-二卤苯甲酰脲衍生物及其作为杀虫剂的用途。
• Certain substituted benzoyl urea insecticides
  申请人：U.S. Philips Corporation

  公开号：US03989842A1

  公开（公告）日：1976-11-02

  Organic compounds derived from urea or thiourea are used as active ingredients in insecticidal compositions.

  从尿素或硫脲衍生的有机化合物被用作杀虫剂组合物的活性成分。
• Insecticidal N-(2,6-dichlorobenzoyl)-N'-(4-cyanophenyl) urea
  申请人：U.S. Philips Corporation

  公开号：US04110469A1

  公开（公告）日：1978-08-29

  Benzoyl phenyl urea or thiourea derivatives are used as active substances in insecticidal compositions.

  苯甲酰苯基脲或硫脲衍生物被用作杀虫剂组合物中的活性物质。
• Organic compounds derived from urea or thiourea, insecticidal
  申请人：Duphar International Research B.V.

  公开号：US05142064A1

  公开（公告）日：1992-08-25

  Compounds of the formula ##STR1## wherein A is a hydrogen atom, a halogen atom, a methyl group, or a methoxy group; B is a hydrogen atom, a halogen atom, a methyl group, or a methoxy group, with the proviso that A and B ar not both a hydrogen atom; X and Y each are an oxygen atom or a sulfur atom; R is a hydrogen atom, an alkyl group, a hydroxy group, an alkoxy group, an alkoxymethyl group, an acyl group, or an alkoxycarbonyl group; R.sub.1 is a hydrogen atom, an alkyl group, a halogen substituted alkyl group, an alkoxy substituted alkyl group, an alkylthio substituted alkyl group, a cyano substituted alkyl group, a 1-cycloalkenyl group, a benzyl group, a halogen substituted benzyl group, a hydroxy group, an alkoxy group, an acyl group, an alkoxycarbonyl group, an alkoxythiocarbonyl group, an alkylsulfonyl group, or a phenylsulfonyl group, while furthermore R and R.sub.1 together with the group ##STR2## indicated in the above formula may form a ring system; and R.sub.2 is a substituted or non-substituted phenyl group or a pyridyl group that may be substituted with halogen, with nitro, with cyano, or with halogenated alkyl. The compounds have strong insecticidal activity against a wide variety of insects and function according to a unique mechanism. Specifically, the compounds are active against insects in the larval stage and are absorbed by the larva via its stomach to interfere with the mechanism of metamorphoses that occurs in insects.

  化合物的公式为##STR1##其中A是氢原子、卤素原子、甲基基团或甲氧基基团；B是氢原子、卤素原子、甲基基团或甲氧基基团，但A和B不能同时为氢原子；X和Y各自是氧原子或硫原子；R是氢原子、烷基基团、羟基基团、烷氧基基团、烷氧甲基基团、酰基、烷氧羰基基团；R.sub.1是氢原子、烷基基团、卤素取代的烷基基团、烷氧取代的烷基基团、烷硫取代的烷基基团、氰基取代的烷基基团、1-环己烯基团、苄基团、卤素取代的苄基团、羟基基团、烷氧基团、酰基、烷氧羰基基团、烷氧硫羰基基团、烷基磺酰基、苯基磺酰基；而且R和R.sub.1连同上述公式中表示的##STR2##基团可以形成环系；R.sub.2是取代或未取代的苯基团或吡啶基团，可以用卤素、硝基、氰基或卤代烷基取代。这些化合物对各种昆虫具有强烈的杀虫活性，并根据独特的机制发挥作用。具体而言，这些化合物对幼虫阶段的昆虫具有活性，并通过其胃部被幼虫吸收，干扰昆虫发生的变态机制。
• Process for preparing carbamates and intermediates therein
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0387946A1

  公开（公告）日：1990-09-19

  The invention provides a process for the preparation of N-benzoylcarbamates of general formula wherein R¹ represents a hydrogen atom, a halogen atom, a C₁₋₄ alkyl group, a C₁₋₄ alkoxy group or a trifluoromethyl group, R² represents a halogen atom, a C₁₋₄ alkyl group, a C₁₋₄ alkoxy group or a trifluoromethyl group, R³ represents a hydrogen atom, a halogen atom, a methyl group or a trifluoromethyl group, and R represents a C₁₋₈ alkyl group optionally substituted by one or more halogen atoms or a phenyl group optionally substituted by one or more substituents selected from halogen atoms and methyl groups, characterised by reacting an alkali metal salt of a benzamide of general formula wherein R¹, R² and R³ are as defined above, with a carbonate of formula RO-CO-OR      (III) wherein R is as defined above, in the presence of an inert solvent, and neutralising the resulting alkali metal salt of the compound of formula I; and (intermediate) alkali metal salts of the compounds of formula I.

  本发明提供了一种通式为 N-苯甲酰氨基甲酸酯的制备工艺 其中 R¹ 代表氢原子、卤素原子、C₁₋₄ 烷基、C₁₋₄ 烷氧基或三氟甲基、R² 代表卤素原子、C₁₋₄ 烷基、C₁₋₄ 烷氧基或三氟甲基， R³ 代表氢原子、卤素原子、甲基或三氟甲基、R³ 代表氢原子、卤素原子、甲基或三氟甲基，R 代表任选被一个或多个卤素原子取代的 C₁₋₈烷基或任选被一个或多个选自卤素原子和甲基的取代基取代的苯基。 其中 R¹、R² 和 R³ 如上定义，与通式为 RO-CO-OR (III) 其中 R 如上定义，在惰性溶剂存在下，中和式 I 化合物的碱金属盐；以及式 I 化合物的（中间）碱金属盐。