4-bromo-1,3-dimethyl-1H-pyrazole-5-carbonyl chloride | 119169-62-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 4-bromo-1,3-dimethyl-1H-pyrazole-5-carbonyl chloride
• 英文别名: 4-bromo-2,5-dimethylpyrazole-3-carbonyl chloride
• CAS: 119169-62-9
• 化学式: C₆H₆BrClN₂O
• 分子量: 237.483
• InChiKey: JKGPXKIVYCKEHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基吡唑-5-甲酸乙酯 在 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 反应 30.0h， 生成 4-bromo-1,3-dimethyl-1H-pyrazole-5-carbonyl chloride
  参考文献：
  名称：

  Synthesis and anti-TMV activity of novel N-(3-alkyl-1H-pyrazol-4-yl)-3-alkyl-4-substituted-1H-pyrazole-5-carboxamides

  摘要：

  In order to investigate the biological activity of novel bis-pyrazole compounds, a series of N-(3-alkyl-5-(N-methylcarbamyl)-1 H-pyrazol-4-yl)-3-alkyl-4-substituted-1H-pyrazole-5-carboxamides were designed and synthesized with ethyl 3-alkyl-1H-pyrazole-5-carboxylate 1 as starting materials. N-Methyl-3-alkyl-4-amino-1H-pyrazole-5-carboxamides 6 were obtained from 1 via 5 steps. 3-Alkyl-4-substitued-1H-pyrazole-5-carboxyl chlorides 4a, 4b, 11a, 11b, 11c or 12 were also obtained from 1 via several steps. Target compounds 7a-7g were obtained after the reaction of 6 with the above 1H-pyrazole-5-carboxyl chlorides. Preliminary bioassay showed some compounds possessing good inactivation effect against TMV (tobacco mosaic virus). Compound 7a showed higher activity superior to ningnanmycin at a concentration of 5.0 x 10(-4) g/mL and equal activity it 1.0 x 10(-4) g/mL; 7b and 7c showed equal activity to virazole both at concentrations of 5.0 x 10(-4) g/mL and 1.0 x 10(-4) g/ML. (C) 2012 De Kai Yuan. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.04.010

文献信息

• Phenoxyalkylamine derivatives and insecticides, acaricides and fungicides
  申请人：UBE INDUSTRIES, LTD.

  公开号：EP0405808A1

  公开（公告）日：1991-01-02

  There are disclosed a phenoxyalkylamine derivative repre­sented by the formula: wherein A¹ represents an alkylene group having 2 to 5 carbon atoms, R¹ and R² each represent hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, R³, R⁴ and R⁵ each represent hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogen atom, R⁶ represents hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or a group -A²-X-R⁷, A² represents an alkylene group having 1 to 5 carbon atoms, X represents oxygen atom or sulfur atom, R⁷ represents a lower alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, an alkynyl group having 3 to 5 carbon atoms or a substituted or unsubstituted aralkyl group, and an insecticide, an acaricide and a fungicide for agri­culture and horticulture, which comprises a carrier and the above phenoxyalkylamine derivative repersented as the active ingredient

  本发明公开了一种苯氧基烷基胺衍生物，由式表示： 其中A¹代表具有2至5个碳原子的亚烷基，R¹和R²各自代表氢原子或具有1至5个碳原子的低级烷基，R³、R⁴和R⁵各自代表氢原子、具有1至5个碳原子的烷基或卤素原子，R⁶代表氢原子、具有1至5个碳原子的烷基、R⁷代表具有 1 至 5 个碳原子的低级烷基、具有 3 至 5 个碳原子的烯基、具有 3 至 5 个碳原子的炔基或取代或未取代的芳烷基、 以及一种用于农业和园艺业的杀虫剂、杀螨剂和杀菌剂，它包括载体和作为活性成分的上述苯氧基烷基胺衍生物
• US5039692A
  申请人：——

  公开号：US5039692A

  公开（公告）日：1991-08-13
• Synthesis and anti-TMV activity of novel N-(3-alkyl-1H-pyrazol-4-yl)-3-alkyl-4-substituted-1H-pyrazole-5-carboxamides
  作者：Da Qiang Zhang、Gao Fei Xu、Zhi Jin Fan、Dao Quan Wang、Xin Ling Yang、De Kai Yuan

  DOI：10.1016/j.cclet.2012.04.010

  日期：2012.6

  In order to investigate the biological activity of novel bis-pyrazole compounds, a series of N-(3-alkyl-5-(N-methylcarbamyl)-1 H-pyrazol-4-yl)-3-alkyl-4-substituted-1H-pyrazole-5-carboxamides were designed and synthesized with ethyl 3-alkyl-1H-pyrazole-5-carboxylate 1 as starting materials. N-Methyl-3-alkyl-4-amino-1H-pyrazole-5-carboxamides 6 were obtained from 1 via 5 steps. 3-Alkyl-4-substitued-1H-pyrazole-5-carboxyl chlorides 4a, 4b, 11a, 11b, 11c or 12 were also obtained from 1 via several steps. Target compounds 7a-7g were obtained after the reaction of 6 with the above 1H-pyrazole-5-carboxyl chlorides. Preliminary bioassay showed some compounds possessing good inactivation effect against TMV (tobacco mosaic virus). Compound 7a showed higher activity superior to ningnanmycin at a concentration of 5.0 x 10(-4) g/mL and equal activity it 1.0 x 10(-4) g/mL; 7b and 7c showed equal activity to virazole both at concentrations of 5.0 x 10(-4) g/mL and 1.0 x 10(-4) g/ML. (C) 2012 De Kai Yuan. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.