4,5-dichloro-2-dichloromethylene-2H-imidazole | 60052-97-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 亚胺酰卤
• 英文名称: 4,5-dichloro-2-dichloromethylene-2H-imidazole
• 英文别名: 4,5-dichloro-2-dichloromethylene-imidazole；4,5-Dichloro-2-(dichloromethylidene)-2H-imidazole；4,5-dichloro-2-(dichloromethylidene)imidazole
• CAS: 60052-97-3
• 化学式: C₄Cl₄N₂
• 分子量: 217.869
• InChiKey: POSXJXNJTWKUGW-UHFFFAOYSA-N

物化性质

• 沸点：
  169.2±50.0 °C(Predicted)
• 密度：
  1.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dichloro-2-dichloromethylene-2H-imidazole 以 甲苯 为溶剂， 生成 4,5-dichloro-2-trichloromethyl-imidazole
  参考文献：
  名称：

  4,5-Dichloro-imidazole derivatives and their use as plant protection

  摘要：

  该申请涉及一种4,5-二氯咪唑衍生物，其化学式为##STR1##其中X代表三氟甲基，氰基或##STR2##其中R.sup.1代表可选的饱和或不饱和脂肪基，R.sup.2代表氢，1至8个碳原子的烷基，最多含有8个碳原子的烯基或甲酰基，R.sup.3代表氢，1至8个碳原子的烷基或最多含有8个碳原子的烯基或炔基，这些烷基，烯基和炔基基团可以携带一个或多个取代基，或代表环戊烷基，环已用1至6个碳原子取代的环戊烷基，或可能携带一个或多个取代基的苯基，或R.sup.2和R.sup.3与相邻的氮原子共同形成一个可能被氧，硫和氮中选择1至3个环成员的取代的5至7元杂环，R代表1至12个碳原子的烷基或最多含有12个碳原子的烯基或炔基，这些烷基，烯基和炔基基团可以携带一个或多个取代基，或代表环已用5至7个碳原子取代的环戊烷基，或代表至少双取代的苯基；以及将这种新的4,5-二氯咪唑衍生物用作植物保护剂，特别是用作除草剂，植物生长调节剂，杀虫剂或杀螨剂。

  公开号：

  US04178166A1
• 作为产物：
  描述：

  2,4,5-Trichlor-2-trichlormethyl-2H-imidazol 、 氯化亚铜 生成 4,5-dichloro-2-dichloromethylene-2H-imidazole
  参考文献：
  名称：

  BECK G.; HEITZER H.; SASSE K., 17. HAUPTVERSAMML. GES. DTSCH. CHEM., MUENCHEN, 1977. FRANKFURT/M., S.A.,+

  摘要：

  DOI：

文献信息

• 4,5-Dichloroimidazole-2-carboxylic acid derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US04179277A1

  公开（公告）日：1979-12-18

  4,5-Dichloroimidazole-2-carboxylic acid derivatives of the formula ##STR1## in which the group ##STR2## represents a carbon atom which has three bonds to hetero-atoms, and their salts with bases, possess insecticidal, acaricidal, fungicidal, nematicidal and herbicidal properties.

  式为##STR1##的4,5-二氯咪唑-2-羧酸衍生物，其中基团##STR2##代表一个碳原子，该碳原子与杂原子形成三个键，以及它们与碱盐具有杀虫、杀螨、杀真菌、杀线虫和除草性质。
• 4,5-Dichloro-imidazole-1-carboxylic acid aryl esters and their use as
  申请人：Bayer Aktiengesellschaft

  公开号：US04183742A1

  公开（公告）日：1980-01-15

  A 4,5-dichloro-imidazole-1-carboxylic acid aryl ester of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents an optionally substituted saturated or unsaturated aliphatic radical, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5- to 7-membered heterocyclic radical in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, Y represents halogen, alkyl with 1 to 6 carbon atoms, trifluoromethyl, alkoxy with 1 to 6 carbon atoms, nitro, cyano or a ##STR3## group, in which R.sup.4 represents alkyl with 1 to 6 carbon atoms and n represents 0, 1, 2, 3, 4, or 5, which possesses plant protection properties especially herbicidal and plant growth regulant properties.

  化学式为##STR1##的4,5-二氯咪唑-1-羧酸芳基酯，其中X代表三氟甲基、氰基或一个##STR2##基团，其中R.sup.1代表一个可选取代的饱和或不饱和脂肪基，R.sup.2代表氢、1至8个碳原子的烷基、最多含有8个碳原子的烯基或甲酰基，R.sup.3代表1至8个碳原子的烷基、最多含有8个碳原子的烯基或炔基，这些烷基、烯基和炔基基团可以携带一个或多个取代基，或表示环中有5至7个碳原子的环烷基，该环可以被1至6个碳原子的烷基取代，或表示苯基，该苯基可以选择带有一个或多个取代基，或R.sup.2和R.sup.3与相邻的氮原子共同形成一个可选取代的5-至7-成员杂环基团，其中1至3个环成员可以选择来自氧、硫和氮，Y代表卤素、1至6个碳原子的烷基、三氟甲基、1至6个碳原子的烷氧基、硝基、氰基或一个##STR3##基团，其中R.sup.4代表1至6个碳原子的烷基，n代表0、1、2、3、4或5，该化合物具有植物保护特性，特别是具有除草和植物生长调节剂特性。
• 1-Acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives and
  申请人：Bayer Aktiengesellschaft

  公开号：US04177055A1

  公开（公告）日：1979-12-04

  Novel 1-acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents an optionally substituted saturated or unsaturated aliphatic radical, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5- to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, and R represents alkyl with 1 to 6 carbon atoms, plant protective compositions containing the same as active ingredients together with diluents, and methods for protecting plants by applying such novel 1-acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives to a plant or its habitat.

  以下是中文翻译： 本发明涉及一种化合物，其为1-酰氧甲基-4,5-二氯咪唑-2-羧酸衍生物，其化学式为##STR1## 其中X代表三氟甲基，氰或##STR2## 其中R.sup.1代表可选取的饱和或不饱和脂肪基，R.sup.2代表氢，含有1至8个碳原子的烷基，含有最多8个碳原子的烯基或甲酰基，R.sup.3代表含有1至8个碳原子的烷基或含有最多8个碳原子的烯基或炔基，这些烷基，烯基和炔基基团可以携带一个或多个取代基，或代表含有5至7个碳原子的环状烷基，该环可以被含有1至6个碳原子的烷基取代，或代表苯基，该苯基可以可选地携带一个或多个取代基，或R.sup.2和R.sup.3与相邻的氮原子共同形成一个可选取的5-至7-成员杂环，其中1至3个环成员可以从氧，硫和氮中选择，R代表含有1至6个碳原子的烷基。本发明还涉及含有该化合物作为活性成分的植物保护组合物以及通过将这种新型1-酰氧甲基-4,5-二氯咪唑-2-羧酸衍生物应用于植物或其栖息地来保护植物的方法。
• 4,5-Dichloro-imidazole derivatives and their use as herbicides
  申请人：Bayer Aktiengesellschaft

  公开号：US04185991A1

  公开（公告）日：1980-01-29

  A 4,5-dichloro-imidazole derivative of the formula ##STR1## in which X represents trifluoromethyl, cyano or a ##STR2## or ##STR3## in which R.sup.1 represents a saturated or unsaturated aliphatic radical, which can be carrying one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms and alkylmercapto with 1 to 6 carbon atoms, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents hydrogen, alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms, phenyl (which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, trifluoromethyl and alkoxy with 1 to 4 carbon atoms), furyl or thienyl, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms and trifluoromethyl, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5-membered to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulphur and nitrogen, and R represents alkyl with 1 to 12 carbon atoms or alkenyl or alkynyl each with up to 12 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms, alkylmercapto with 1 to 6 carbon atoms, cycloalkyl with 5 to 7 carbon atoms in the ring and phenyl (which itself optionally carries one or more substituents selected from alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogen and trifluoromethyl), or represents cycloalkyl with 5 to 7 carbon atoms in the ring or represents a phenyl radical which is at least disubstituted; and the use of such novel 4,5-dichloro-imidazole derivatives as plant protection agents especially as a herbicide, plant growth regulant, insecticide or acaricide.

  一种4,5-二氯咪唑衍生物，其化学式为##STR1## 其中X代表三氟甲基，氰基或##STR2##或##STR3##其中R.sup.1代表饱和或不饱和脂肪基，可以携带一种或多种卤素，含1到6个碳原子的烷氧基和含1到6个碳原子的烷基硫醇基取代基；R.sup.2代表氢，含1到8个碳原子的烷基，含高达8个碳原子的烯基或甲酰基；R.sup.3代表氢，含1到8个碳原子的烷基或含高达8个碳原子的烯基或炔基，这些烷基，烯基和炔基基团可以携带一种或多种取代基，所述取代基选择自含1到4个碳原子的烷氧基，含1到4个碳原子的烷基硫醇基，苯基（可选择地携带一种或多种取代基，所述取代基选择自卤素，含1到4个碳原子的烷基，三氟甲基和含1到4个碳原子的烷氧基），呋喃基或噻吩基，或代表环戊烷基，其在环中可以选择地被含1到6个碳原子的烷基取代，或代表苯基，其可以选择地携带一种或多种取代基，所述取代基选择自卤素，含1到4个碳原子的烷基，含1到4个碳原子的烷氧基，含1到4个碳原子的烷基硫醇基和三氟甲基，或R.sup.2和R.sup.3共同与相邻的氮原子形成一种可选择地取代的5元到7元杂环环，其中1到3个环成员可以选择自氧原子，硫原子和氮原子，R代表含1到12个碳原子的烷基，含高达12个碳原子的烯基或炔基，这些烷基，烯基和炔基基团可以携带一种或多种取代基，所述取代基选择自卤素，含1到6个碳原子的烷氧基，含1到6个碳原子的烷基硫醇基，环戊烷基和苯基（其本身可选择地携带一种或多种取代基，所述取代基选择自含1到6个碳原子的烷基，含1到6个碳原子的烷氧基，卤素和三氟甲基），或代表环戊烷基或至少双取代的苯基基团；以及将这样的新型4,5-二氯咪唑衍生物用作植物保护剂，特别是用作除草剂，植物生长调节剂，杀虫剂或杀螨剂。
• 1-Acyloxymethyl-4,5-dichloro-imidazole derivatives and their use as
  申请人：Bayer Aktiengeselleschaft

  公开号：US04187101A1

  公开（公告）日：1980-02-05

  1-Acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents a saturated or unsaturated aliphatic radical, which can be carrying one or more substituents selected from halogen, alkoxy with 1 to 6 carbon atoms and alkylmercapto with 1 to 6 carbon atoms, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents selected from alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms, phenyl (which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, trifluoromethyl and alkoxy with 1 to 4 carbon atoms), furyl or thienyl, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents selected from halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylmercapto with 1 to 4 carbon atoms and trifluoromethyl or, R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atoms form an optionally substituted 5-membered to 7-membered heterocyclic ring in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, and R represents alkyl with 1 to 6 carbon atoms, plant protective compositions containing the same as active ingredients together with diluents, and methods for protecting plants by applying such novel 1-acyloxymethyl-4,5-dichloro-imidazole-2-carboxylic acid derivatives to a plant or its habitat.

  化学式为##STR1##的1-酰氧甲基-4,5-二氯-咪唑-2-羧酸衍生物，其中X代表三氟甲基，氰基或一个##STR2##基团，其中R.sup.1表示饱和或不饱和的脂肪基，可以携带1至6个碳原子的卤素，烷氧基和1至6个碳原子的烷基硫醇基取代基，R.sup.2表示氢，具有1至8个碳原子的烷基，具有最多8个碳原子的烯基或甲酰基，R.sup.3表示具有1至8个碳原子的烷基或具有最多8个碳原子的烯基或炔基，这些烷基，烯基和炔基基团可以携带1至4个碳原子的烷氧基，1至4个碳原子的烷基硫醇基，苯基（可以选择地携带1至4个碳原子的卤素，1至4个碳原子的烷基，三氟甲基和1至4个碳原子的烷氧基），呋喃基或噻吩基，或表示环状烷基，其在环上可以选择地被具有1至6个碳原子的烷基取代，或表示苯基，可以选择地携带1至4个碳原子的卤素，1至4个碳原子的烷基，1至4个碳原子的烷氧基，1至4个碳原子的烷基硫醇基和三氟甲基，或R.sup.2和R.sup.3与相邻的氮原子共同形成一个可选择地被取代的5-至7-元杂环，其中1至3个环成员可以选择从氧，硫和氮中选择，R表示具有1至6个碳原子的烷基，包含这些新型的1-酰氧甲基-4,5-二氯-咪唑-2-羧酸衍生物作为活性成分的植物保护组合物和通过将这种新型的1-酰氧甲基-4,5-二氯-咪唑-2-羧酸衍生物应用于植物或其栖息地来保护植物的方法。