ethyl 4,5-dibromo-3-chlorothiophene-2-carboxylate | 503308-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 4,5-dibromo-3-chlorothiophene-2-carboxylate
• CAS: 503308-98-3
• 化学式: C₇H₅Br₂ClO₂S
• 分子量: 348.442
• InChiKey: LSBUOEYCPAQAHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4,5-dibromo-3-chlorothiophene-2-carboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 以86%的产率得到4,5-二溴-3-氯噻吩-2-甲酸
  参考文献：
  名称：

  Structure−Activity Relationship Development of Dihaloaryl Triazole Compounds as Insecticides and Acaricides. 1. Phenyl Thiophen-2-yl Triazoles

  摘要：

  An extended lipophilic system that incorporated some key elements of first-gene ration 2,6-dihaloaryl actives, such as 1, demonstrated desirable efficacy against chewing insects as well as sap-feeding insects. These four-ring systems, based on 2, were accessed primarily via Suzuki couplings of halothiophene derivatives with appropriately substituted boronic acids. In particular, phenylthiophene systems that incorporated haloxyether groups, such as those in 3, 4, and 5, had the broadest spectrum of activity across chewing and sap-feeding insect pests. Expansion of this structu re- activity relationship to include compounds with differing substitution patterns on the thiophene-C-ring and aryl-D-rings was undertaken. The synthesis and insecticidal activity of 3-aryl-5-(thiophen-2-yl)-l -methyl1 H-[1,2,4]triazoles will be described.

  DOI：

  10.1021/jf071498s
• 作为产物：
  描述：

  3-氯噻吩-2-羧酸乙酯 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 以80%的产率得到ethyl 4,5-dibromo-3-chlorothiophene-2-carboxylate
  参考文献：
  名称：

  Insecticial 3-(2,6-disubstituted phenyl)-5-[4- or 5-arylthien-2- or -3-yl]-1,2,4-triazoles

  摘要：

  三唑类化合物，在3位具有2,6-二取代苯基，5位为芳基噻吩-2-或-3-基团，1位为烷基基团，对于控制鳞翅目、鞘翅目、螨类和其他吸食性害虫具有有效性。

  公开号：

  US20030134748A1

文献信息

• Insecticial 3-(2,6-disubstituted phenyl)-5-[4- or 5-arylthien-2- or -3-yl]-1,2,4-triazoles
  申请人：——

  公开号：US20030134748A1

  公开（公告）日：2003-07-17

  Triazole compounds having a 2,6-disubstituted-phenyl group in the 3-position, arylthien-2- or -3-yl in the 5-position and an alkyl group in the 1-position are effective in controlling lepidoptera, coleoptera, mites and other sucking pests.

  三唑类化合物，在3位具有2,6-二取代苯基，5位为芳基噻吩-2-或-3-基团，1位为烷基基团，对于控制鳞翅目、鞘翅目、螨类和其他吸食性害虫具有有效性。
• [EN] SUBSTITUTED THIOPHENECARBOXAMIDES AND ANALOGUES AS ANTIBACTERIALS AGENTS<br/>[FR] THIOPHÈNECARBOXAMIDES ET ANALOGUES SUBSTITUÉS UTILISÉS EN TANT QU'AGENTS ANTIBACTÉRIENS
  申请人：BAYER AG

  公开号：WO2020007905A1

  公开（公告）日：2020-01-09

  The present disclosure relates to thienyloxazolones and analogues thereof of formula (III) that may be used for protecting plants from bacterial diseases, in particular from bacterial diseases caused by bacteria belonging to the genus Xanthomonas.

  本公开涉及Formula (III)的噻吩氧唑酮及其类似物，可用于保护植物免受细菌病害，特别是由属于黄单胞菌属的细菌引起的细菌病害。
• [EN] SUBSTITUTED THIOPHENE CARBOXAMIDES AND DERIVATIVES THEREOF AS MICROBICIDES<br/>[FR] THIOPHÈNE CARBOXAMIDES SUBSTITUÉS ET LEURS DÉRIVÉS COMME MICROBICIDES
  申请人：BAYER AG

  公开号：WO2021001331A1

  公开（公告）日：2021-01-07

  The present disclosure relates to substituted thiophene carboxamide derivatives of formula (I), their use for controlling phytopathogenic microorganisms and compositions comprising thereof.

  本公开涉及式（I）的取代噻吩羧酰胺衍生物，其用于控制植物病原微生物和包含它们的组合物。
• Insecticidal 3-(2,6-disubstituted phenyl)-5-[5-arylthien-3-yl]-1,2,4-triazoles
  申请人：——

  公开号：US20040072887A1

  公开（公告）日：2004-04-15

  Triazole compounds having a 2,6-disubstituted-phenyl group in the 3-position, 5′-arylthien-3-yl group in the 5-position and an alkyl group in the 1-position are effective in controlling lepidoptera, coleoptera, mites and other sucking pests.

  在1-位置具有烷基基团，在3-位置具有2,6-二取代苯基基团，在5-位置具有5'-芳基噻吩-3-基团的三唑类化合物，对于控制鳞翅目、鞘翅目、螨和其他吸食性害虫是有效的。
• Insecticidal 3-(2,6-disubstituted phenyl)-5-[5-arylthien-2-yl]-1,2,4-triazoles
  申请人：——

  公开号：US20040171661A1

  公开（公告）日：2004-09-02

  Triazole compounds having a 2,6-disubstituted-phenyl group in the 3-position, 5′-arylthien-2-yl group in the 5-position and an alkyl group in the 1-position are effective in controlling lepidoptera, coleoptera, mites and other sucking pests.

  在三位上具有2,6-二取代苯基基团，在五位上具有5'-芳基噻吩-2-基基团，在一位上具有烷基基团的三唑类化合物，对控制鳞翅目、鞘翅目、螨类和其他吸食性害虫有效。