1-benzyl-3-(1-bromopropyl)-5-chloropyrazole | 1194617-83-8

• 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: 1-benzyl-3-(1-bromopropyl)-5-chloropyrazole
• 英文别名: 1-Benzyl-3-(1-bromopropyl)-5-chloropyrazole
• CAS: 1194617-83-8
• 化学式: C₁₃H₁₄BrClN₂
• 分子量: 313.625
• InChiKey: NKLKRZZTOPBWKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  1-benzyl-3-(1-bromopropyl)-5-chloropyrazole 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以78%的产率得到1-benzyl-5-chloro-3-(prop-1-en-1-yl)-1H-pyrazole
  参考文献：
  名称：

  3-Alkenyl-5-chloropyrazoles: expedient synthesis via heterocyclization of 1,1-dichloro-4-halo-1-alken-3-ones with hydrazines

  摘要：

  Synthesis of hard-to-reach 5-chloro-3-alkenylpyrazoles was developed via heterocyclization of alkyl-, benzyl- or dialkylhydrazines with 1,1-dichloro-4-halo-1-alken-3-ones obtained from haloacyl chlorides and vinylidene chloride. The reaction process includes the formation of intermediate 5-chloro-3-(1-haloalkyl)pyrazoles followed by dehydrohalogenation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.028
• 作为产物：
  描述：

  在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 5.5h， 生成 1-benzyl-3-(1-bromopropyl)-5-chloropyrazole
  参考文献：
  名称：

  3-Alkenyl-5-chloropyrazoles: expedient synthesis via heterocyclization of 1,1-dichloro-4-halo-1-alken-3-ones with hydrazines

  摘要：

  Synthesis of hard-to-reach 5-chloro-3-alkenylpyrazoles was developed via heterocyclization of alkyl-, benzyl- or dialkylhydrazines with 1,1-dichloro-4-halo-1-alken-3-ones obtained from haloacyl chlorides and vinylidene chloride. The reaction process includes the formation of intermediate 5-chloro-3-(1-haloalkyl)pyrazoles followed by dehydrohalogenation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.028

文献信息

• Synthesis and reactions of 1-benzyl-3-haloalkyl-5-chloropyrazoles
  作者：E. V. Rudyakova、V. A. Savosik、I. T. Evstaf’eva、E. V. Kondrashov、G. G. Levkovskaya

  DOI：10.1134/s1070428009050108

  日期：2009.5

  pyrazoles reacted with indole and pyrrole in DMSO in the presence of alkali to give 3-(heter-1-yl)alkyl-substituted 1-benzyl-5-chloropyrazoles. 1-[(1-Benzyl-5-chloropyrazol-3-yl)methyl]indole reacted regiospecifically with chloroal trifluoromethylsulfonyl- and 4-chlorophenylsulfonylimines providing the products of C-amidotrichloroethylation into the position 3 of the indole ring. 1-[(1-Benzyl-5-c

  在碱存在下，合成的1-苄基-3-氯烷基-5-氯吡唑与吲哚和吡咯在DMSO中反应，得到3-（杂-1-基）烷基取代的1-苄基-5-氯吡唑。1-[（（1-苄基-5-氯吡唑-3-基）甲基]吲哚与氯醛三氟甲基磺酰基-和4-氯苯基磺酰亚胺类在区域上发生反应，从而将C-酰胺基三氯乙基化的产物带入吲哚环的3位。通过1-[（1-苄基-5-氯吡唑-3-基）甲基的反应获得1-[（1-苄基-5-氯吡唑-3-基）甲基]吲哚-3-基}磺酰乙酸。 ]-吲哚与碘，硫脲和氯乙酸。
• 3-Alkenyl-5-chloropyrazoles: expedient synthesis via heterocyclization of 1,1-dichloro-4-halo-1-alken-3-ones with hydrazines
  作者：Galina G. Levkovskaya、Valentina A. Kobelevskaya、Elena V. Rudyakova、Khanh Q. Ha、Dmitrii O. Samultsev、Igor B. Rozentsveig

  DOI：10.1016/j.tet.2011.01.028

  日期：2011.3

  Synthesis of hard-to-reach 5-chloro-3-alkenylpyrazoles was developed via heterocyclization of alkyl-, benzyl- or dialkylhydrazines with 1,1-dichloro-4-halo-1-alken-3-ones obtained from haloacyl chlorides and vinylidene chloride. The reaction process includes the formation of intermediate 5-chloro-3-(1-haloalkyl)pyrazoles followed by dehydrohalogenation. (C) 2011 Elsevier Ltd. All rights reserved.