1-chloro-2-nitro-6-propylthiobenzene | 261527-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-chloro-2-nitro-6-propylthiobenzene
• 英文别名: 2-chloro-3-nitropropylthiobenzene；2-Chloro-1-nitro-3-propylsulfanylbenzene
• CAS: 261527-81-5
• 化学式: C₉H₁₀ClNO₂S
• 分子量: 231.703
• InChiKey: AURLSIQEIQXEPP-UHFFFAOYSA-N

物化性质

• 沸点：
  312.1±32.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-chloro-2-nitro-6-propylthiobenzene 在 盐酸 、 溴 、 铜 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2,2'-diamino-3,3',5,5'-tetrabromo-6,6'-bis(propylthio)biphenyl
  参考文献：
  名称：

  Synthesis of Polyfunctionalized Biphenyls as Intermediates for a New Class of Liquid Crystals

  摘要：

  A series of hexa- and octasubstituted biphenyls containing halogen, amino, nitro, and propylthio substituents were prepared by metal-mediated convergent synthesis from halobenzene precursors. The Pd-assisted C-C coupling methods were ineffective in the formation of the Ar-Ar bond except for the synthesis of 1b. All tetra-ortho-substituted biphenyls were prepared via Ullmann coupling reactions. The halogens were introduced after formation of the biphenyl by utilizing the directing properties of the amino group(s). In the case of 3b, a polyhalogenated benzene substrate was used for biphenyl formation via Ullmann coupling.

  DOI：

  10.1021/jo030212p
• 作为产物：
  描述：

  丙烷-1-硫醇 、 2-chloro-3-nitroaniline hydrochloride 在 盐酸 、 sodium nitrite 、 sodium hydroxide 、 nickel diacetate 作用下， 以 水 为溶剂， 反应 0.5h， 以60%的产率得到1-chloro-2-nitro-6-propylthiobenzene
  参考文献：
  名称：

  Preparation and NMR Analysis of 2,6-Heterodifunctional Halobenzenes as Precursors for Substituted Biphenyls

  摘要：

  Preparation and complete characterization of 16 2,6-disubstituted halobenzenes, including nine new compounds, from two common starting materials is described. Seven of the new compounds contain one or two propylthio groups, which have been introduced in two ways. Direct reaction of arenediazonium salts with 1-propanethiolate gives yields comparable to those obtained in a three-step method through sulfonyl chlorides. The H-1- and C-13 NMR chemical shifts of 17 1,2,3-trisubstituted benzenes have been correlated with the predicted values and the observed trends explained using commonly available modeling packages. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01019-4

文献信息

• Formation of 1,10-Disubstituted Benzo[<i>c</i>]cinnolines. Synthesis and Molecular Structure of 1-Amino-10-propylthiobenzo[<i>c</i>]cinnoline and Cyclization to 4-Propylcinnolino[5,4,3][<i>c,d,e</i>][1,2]benzothiazine
  作者：Vladimir Benin、Piotr Kaszynski、Maren Pink、Victor G. Young

  DOI：10.1021/jo0002691

  日期：2000.10.1

  benzo[c]cinnoline derivative 1 was prepared from the trinitrobiphenyl 2. Investigation of the mechanism of ring closure in 2, 5, and 8 revealed a complex reduction-oxidation-cyclization sequence. The mechanism is discussed in light of the stereoelectronic demands of the substituent functionalities. Benzo[c]cinnoline derivative 1 [C15H15N3S, monoclinic, P2(1)/c: a = 7.4063(3) A, b = 10.3739(5) A, c = 16

  由三硝基联苯2制备了第一个1,10-杂二取代的苯并[c] cinnoline衍生物1。对2、5和8中闭环机理的研究揭示了一个复杂的还原-氧化-环化序列。根据取代基官能团的立体电子要求来讨论该机理。苯并[c] cinnoline衍生物1 [C15H15N3S，单斜晶，P2（1）/ c：a = 7.4063（3）A，b = 10.3739（5）A，c = 16.7642（8）A，beta = 91.816（1）度，Z = 4]及其5-N-氧化物7（N5）[C18H18N3OS，三斜晶，Pi：a = 8.1510（7）A，b = 8.6106（7）A，c = 12.102（1）A，α= 86.262 （1）度，β= 83.364（1）度，γ= 74.711（1）度，Z = 4]在结构上得到了表征，并显示出杂环明显的螺旋形扭曲。
• New benzimidazole derivatives
  申请人：Besidski Yevgeni

  公开号：US20060287377A1

  公开（公告）日：2006-12-21

  Compounds of formula I, wherein R 1 , m, R 2 , R 3 , p, n, R 5 and R 9 are as defined as in the specification, salts, solvates or solvated salts thereof, processes for their preparation, intermediates used in the preparation thereof, pharmaceutical formulations containing said compounds and the use of said compounds in therapy.

  公式I的化合物，其中R1、m、R2、R3、p、n、R5和R9的定义如规范中所述，其盐、溶剂合物或溶剂化盐，其制备过程，用于制备中间体，含有上述化合物的制药配方以及在治疗中使用上述化合物。
• Benzimidazole derivatives as vanilloid receptor antagonists
  申请人：AstraZeneca AB

  公开号：EP2042490A2

  公开（公告）日：2009-04-01

  The present invention relates to new compounds of formula I, wherein R1 to R9 are as defined as in formula I, or salts, solvates or solvated salts thereof, processes for their preparation and to new intermediates used in the preparation thereof, pharmaceutical formulations containing said compounds and to the use of said compounds in therapy.

  本发明涉及式 I 的新化合物、 其中 R1 至 R9 如式 I 所定义，或其盐类、溶解物或溶解盐，其制备工艺和用于制备的新中间体，含有上述化合物的药物制剂，以及上述化合物在治疗中的应用。
• NEW BENZIMIDAZOLE DERIVATIVES
  申请人：AstraZeneca AB

  公开号：EP1626964B1

  公开（公告）日：2009-01-21
• US7645784B2
  申请人：——

  公开号：US7645784B2

  公开（公告）日：2010-01-12