5-chloro-4-iodo-1,3-dimethyl-1H-pyrazole | 1206770-50-4

• 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: 5-chloro-4-iodo-1,3-dimethyl-1H-pyrazole
• 英文别名: 5-Chloro-4-iodo-1,3-dimethylpyrazole
• CAS: 1206770-50-4
• 化学式: C₅H₆ClIN₂
• 分子量: 256.474
• InChiKey: UTZDGDIASQBDMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-chloro-4-iodo-1,3-dimethyl-1H-pyrazole 、 苯乙炔 在 sodium sulfide 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 1,3-dimethyl-5-phenyl-1H-thieno[2,3-c]pyrazole
  参考文献：
  名称：

  Sonogashira Coupling Offers a New Synthetic Route to Thieno[2,3-c]pyrazoles

  摘要：

  [image omitted] 1,3-Disubstituted-5-chloro-4-iodopyrazoles are selectively coupled with phenylacetylene under typical Sonogashira reaction conditions [PdCl2(PPh3)2, CuI, Et3N, dimethylformamide (DMF)] to obtain the corresponding 5-chloro-4-(phenylethynyl)pyrazoles in good yield. The latter are smoothly cyclized with Na2S in DMF into the corresponding thieno[2,3-c]pyrazoles. Detailed spectroscopic investigations (1H, 13C, and 15N NMR, mass, and infrared) of all compounds are reported.

  DOI：

  10.1080/00397911003629382
• 作为产物：
  描述：

  5-氯-1,3-二甲基-1H-吡唑 在 碘 、 碘酸 、 溶剂黄146 作用下， 以75%的产率得到5-chloro-4-iodo-1,3-dimethyl-1H-pyrazole
  参考文献：
  名称：

  Sonogashira Coupling Offers a New Synthetic Route to Thieno[2,3-c]pyrazoles

  摘要：

  [image omitted] 1,3-Disubstituted-5-chloro-4-iodopyrazoles are selectively coupled with phenylacetylene under typical Sonogashira reaction conditions [PdCl2(PPh3)2, CuI, Et3N, dimethylformamide (DMF)] to obtain the corresponding 5-chloro-4-(phenylethynyl)pyrazoles in good yield. The latter are smoothly cyclized with Na2S in DMF into the corresponding thieno[2,3-c]pyrazoles. Detailed spectroscopic investigations (1H, 13C, and 15N NMR, mass, and infrared) of all compounds are reported.

  DOI：

  10.1080/00397911003629382

文献信息

• Phthalazinone derivatives
  申请人：KUDOS PHARMACEUTICALS LIMITED

  公开号：US10449192B2

  公开（公告）日：2019-10-22

  Compounds of the formula (I): wherein A and B together represent an optionally substituted, fused aromatic ring; X can be NRX or CRXRY; if X═NRX then n is 1 or 2 and if X═CRXRY then n is 1; RX is selected from the group consisting of H, optionally substituted C1-20 alkyl, C5-20 aryl, C3-20 heterocyclyl, amido, thioamido, ester, acyl, and sulfonyl groups; RY is selected from H, hydroxy, amino; or RX and RY may together form a spiro-C3-7 cycloalkyl or heterocyclyl group; RC1 and RC2 are both hydrogen, or when X is CRXRY, RC1, RC2, RX and RY, together with the carbon atoms to which they are attached, may form an optionally substituted fused aromatic ring; and R1 is selected from H and halo.

  式 (I) 的化合物： 其中 A 和 B 一起代表任选取代的融合芳环；X 可以是 NRX 或 CRXRY；如果 X═NRX，则 n 为 1 或 2，如果 X═CRXRY，则 n 为 1；RX 选自 H、任选取代的 C1-20 烷基、C5-20 芳基、C3-20 杂环基、氨基、硫氨基、酯、酰基和磺酰基组成的基团；RY 选自 H、羟基、氨基；或 RX 和 RY 可共同形成螺环-C3-7 环烷基或杂环烷基；RC1 和 RC2 均为氢，或当 X 为 CRXRY 时，RC1、RC2、RX 和 RY 连同它们所连接的碳原子可形成任选取代的融合芳环；以及 R1 选自 H 和卤素。
• NOVEL HALOGEN-SUBSTITUTED COMPOUNDS
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20170217899A1

  公开（公告）日：2017-08-03

  The invention relates inter alia to halogen-substituted compounds of the general formula (I) in which the substituents A 1 , R 1 -R 3 and Z 1 -Z 3 have the meanings given in the description. Also described are processes for preparing the compounds of the formula (I) and possible intermediates for the preparation of these compounds. The compounds according to the invention are particularly suitable for controlling insects, arachnids and nematodes in agriculture and ectoparasites in veterinary medicine.
• PHTHALAZINONE DERIVATIVES
  申请人：KUDOS PHARMACEUTICALS LIMITED

  公开号：US20170226124A1

  公开（公告）日：2017-08-10

  Compounds of the formula (I): wherein A and B together represent an optionally substituted, fused aromatic ring; X can be NR X or CR X R Y ; if X=NR X then n is 1 or 2 and if X=CR X R Y then n is 1; R X is selected from the group consisting of H, optionally substituted C 1-20 alkyl, C 5-20 aryl, C 3-20 heterocyclyl, amido, thioamido, ester, acyl, and sulfonyl groups; R Y is selected from H, hydroxy, amino; or R X and R Y may together form a spiro-C 3-7 cycloalkyl or heterocyclyl group; R C1 and R C2 are both hydrogen, or when X is CR X R Y , R C1 , R C2 , R X and R Y , together with the carbon atoms to which they are attached, may form an optionally substituted fused aromatic ring; and R 1 is selected from H and halo.
• US9566276B2
  申请人：——

  公开号：US9566276B2

  公开（公告）日：2017-02-14
• US9617255B2
  申请人：——

  公开号：US9617255B2

  公开（公告）日：2017-04-11