4-nitro-N-chloroaniline | 59483-61-3

• 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: 4-nitro-N-chloroaniline
• 英文别名: N-chloro-4-nitroaniline
• CAS: 59483-61-3
• 化学式: C₆H₅ClN₂O₂
• 分子量: 172.571
• InChiKey: KPFGGEHCIZEMTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.0
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基苯胺 、 、 次氯酸叔丁酯 以 二氯甲烷 为溶剂， 以to form the 4-nitro-N-chloroaniline的产率得到4-nitro-N-chloroaniline
  参考文献：
  名称：

  Alpha-methylthio-alpha-(2-aminophenyl) acetaldehyde diloweralkyl acetals

  摘要：

  通过将N-卤代苯胺与β-羰基烃基硫化物反应形成氮杂硫鎓卤化物，再将氮杂硫鎓卤化物与强碱反应形成硫醚吲哚衍生物，然后还原硫醚吲哚，例如使用Raney镍，形成吲哚化合物。当使用β-羰基烃基硫化物的缩醛或缩酮时，将处理氮杂硫鎓盐与碱，然后与酸反应形成硫醚吲哚衍生物。当使用α-乙基-β-羰基烃基硫化物时，所得的氮杂硫鎓盐与强碱反应形成硫醚吲哚啉衍生物，经过Raney镍或复合金属氢化物还原后可以得到3-取代吲哚。苯胺可以是氨基吡啶，以形成氮杂吲哚化合物。可以从各自的反应混合物中分离和回收硫醚吲哚或硫醚吲哚啉衍生物。硫醚吲哚和硫醚吲哚啉衍生物是制备不含硫醚基的吲哚的中间体。吲哚是已知的化合物，具有广泛的用途，例如制造香料、染料、氨基酸、制药、农业化学品等。本申请特别针对α-甲基硫基-α-(2-氨基苯基)乙醛二低烷基缩醛。

  公开号：

  US04101583A1

文献信息

• Synthesis of indoles from anilines and intermediates therein
  申请人：The Ohio State University Research Foundation

  公开号：US03992392A1

  公开（公告）日：1976-11-16

  Preparing indoles and intermediates therefor by reacting an N-haloaniline with a .beta.-carbonylic hydrocarbon sulfide to form an azasulfonium halide, reacting the azasulfonium halide with a strong base to form a thio-ether indole derivative, and then reducing the thio-ether indole, e.g. with Raney nickel, to form the indole compound. When an acetal or ketal of the .beta.-carbonyl hydrocarbon sulfide is used, the azasulfonium salt is treated with a base, and then with an acid to form the thio-ether indole derivative. When an .alpha.-ethyl-.beta. -carbonylic hydrocarbon sulfide is used, the resulting azosulfonium salt reacts with strong base to form a thio-ether indolenine derivative, which on reduction with Raney nickel or complex metal hydrides yields 3-substituted indoles. The aniline may be an aminopyridine to form an aza-indole compound in the process. The azasulfonium salts and thio-ether indole or thio-ether indolenine derivatives can be isolated and recovered from their respective reaction mixtures. The thio-ether-indole and thio-ether indolenine derivatives are useful as intermediates to make the indoles without the thio-ether group. The indoles are known compounds having a wide variety of uses, e.g., in making perfumes, dyes, amino acids, pharmaceuticals, agricultural chemicals and the like.

  通过将N-卤代苯胺与β-羰基烃基硫醚反应形成氮硫杂环卤化铵，再将氮硫杂环卤化铵与强碱反应形成硫醚吲哚衍生物，然后还原硫醚吲哚，例如使用Raney镍，形成吲哚化合物。当使用β-羰基烃基硫醚的缩醛或缩酮时，处理氮硫杂环盐，然后用酸处理形成硫醚吲哚衍生物。当使用α-乙基-β-羰基烃基硫醚时，生成的偶氮硫杂环盐与强碱反应形成硫醚吲哚啉衍生物，经Raney镍或复合金属氢化物还原后得到3-取代吲哚。苯胺可以是氨基吡啶，以在过程中形成氮杂吲哚化合物。可以从各自的反应混合物中分离和回收氮硫杂环盐和硫醚吲哚或硫醚吲哚啉衍生物。硫醚吲哚和硫醚吲哚啉衍生物是制备不含硫醚基的吲哚的中间体。吲哚是已知的化合物，具有广泛的用途，例如用于制造香料、染料、氨基酸、药物、农业化学品等。
• Alpha-methylthio-alpha-(2-aminophenyl) acetaldehyde diloweralkyl acetals
  申请人：The Ohio State University Research Foundation

  公开号：US04101583A1

  公开（公告）日：1978-07-18

  Preparing indoles and intermediates therefor by reacting an N-haloaniline with a .beta.-carbonylic hydrocarbon sulfide to form an azasulfonium halide, reacting the azasulfonium halide with a strong base to form a thio-ether indole derivative, and then reducing the thio-ether indole, e.g. with Raney nickel, to form the indole compound. When an acetal or ketal of the .beta.-carbonyl hydrocarbon sulfide is used, the azasulfonium salt is treated with a base, and then with an acid to form the thio-ether indole derivative. When an .alpha.-ethyl-.beta.-carbonylic hydrocarbon sulfide is used, the resulting azosulfonium salt reacts with strong base to form a thio-ether indolenine derivative, which on reduction with Raney nickel or complex metal hydrides yields 3-substituted indoles. The aniline may be an aminopyridine to form an aza-indole compound in the process. The azasulfonium salts and thio-ether indole or thio-ether indolenine derivatives can be isolated and recovered from their respective reaction mixtures. The thio-ether-indole and thio-ether indolenine derivatives are useful as intermediates to make the indoles without the thio-ether group. The indoles are known compounds having a wide variety of uses, e.g., in making perfumes, dyes, amino acids, pharmaceuticals, agricultural chemicals and the like. The present application is particularly directed to alpha-methylthio-alpha-(2-aminophenyl) acetaldehyde diloweralkyl acetals.

  通过将N-卤代苯胺与β-羰基烃基硫化物反应形成氮杂硫鎓卤化物，再将氮杂硫鎓卤化物与强碱反应形成硫醚吲哚衍生物，然后还原硫醚吲哚，例如使用Raney镍，形成吲哚化合物。当使用β-羰基烃基硫化物的缩醛或缩酮时，将处理氮杂硫鎓盐与碱，然后与酸反应形成硫醚吲哚衍生物。当使用α-乙基-β-羰基烃基硫化物时，所得的氮杂硫鎓盐与强碱反应形成硫醚吲哚啉衍生物，经过Raney镍或复合金属氢化物还原后可以得到3-取代吲哚。苯胺可以是氨基吡啶，以形成氮杂吲哚化合物。可以从各自的反应混合物中分离和回收硫醚吲哚或硫醚吲哚啉衍生物。硫醚吲哚和硫醚吲哚啉衍生物是制备不含硫醚基的吲哚的中间体。吲哚是已知的化合物，具有广泛的用途，例如制造香料、染料、氨基酸、制药、农业化学品等。本申请特别针对α-甲基硫基-α-(2-氨基苯基)乙醛二低烷基缩醛。
• Certain N-phenyl or N-pyridyl aza sulfonium salts
  申请人：The Ohio State University Research Foundation

  公开号：US04067875A1

  公开（公告）日：1978-01-10

  Preparing indoles and intermediates therefor by reacting an N-haloaniline with a .beta.-carbonylic hydrocarbon sulfide to form an azasulfonium halide, reacting the azasulfonium halide with a strong base to form a thio-ether indole derivative, and then reducing the thio-ether indole, e.g. with Raney nickel, to form the indole compound. When an acetal or ketal of the .beta.-carbonyl hydrocarbon sulfide is used, the azasulfonium salt is treated with a base, and then with an acid to form the thio-ether indole derivative. When an .alpha.-ethyl-.beta.-carbonylic hydrocarbon sulfide is used, the resulting azosulfonium salt reacts with strong base to form a thio-ether indolenine derivative, which on reduction with Raney nickel or complex metal hydrides yields 3-substituted indoles. The aniline may be an aminopyridine to form an aza-indole compound in the process. The azasulfonium salts and thio-ether indole or thio-ether indolenine derivatives can be isolated and recovered from their respective reaction mixtures. The thio-ether-indole and thio-ether indolenine derivatives are useful as intermediates to make the indoles without the thio-ether group. The indoles are known compounds having a wide variety of uses, e.g., in making perfumes, dyes, amino acids, pharmaceuticals, agricultural chemicals and the like.

  通过将N-卤代苯胺与β-羰基烃基硫醚反应形成氮杂硫鎓卤化物，然后用强碱反应氮杂硫鎓卤化物形成硫醚吲哚衍生物，再将硫醚吲哚还原，例如使用Raney镍，形成吲哚化合物。当使用β-羰基烃基硫醚的缩醛或缩酮时，处理氮杂硫鎓盐与碱，然后与酸反应形成硫醚吲哚衍生物。当使用α-乙基-β-羰基烃基硫醚时，所得的氮杂硫鎓盐与强碱反应形成硫醚吲哚啉衍生物，经过Raney镍或复合金属氢化物还原后得到3-取代吲哚。苯胺可以是氨基吡啶，以在过程中形成氮杂吲哚化合物。氮杂硫鎓盐和硫醚吲哚或硫醚吲哚啉衍生物可以从各自的反应混合物中分离和回收。硫醚吲哚和硫醚吲哚啉衍生物是制造不含硫醚基的吲哚的中间体。吲哚是已知的化合物，具有广泛的用途，例如用于制造香料、染料、氨基酸、制药、农药等。
• Carbazolenine and indole compounds
  申请人：The Ohio State University Research Foundation

  公开号：US04080341A1

  公开（公告）日：1978-03-21

  Preparing indoles and intermediates therefor by reacting an N-haloaniline with a .beta.-carbonylic hydrocarbon sulfide to form an azasulfonium halide, reacting the azasulfonium halide with a strong base to form a thio-ether indole derivative, and then reducing the thio-ether indole, e.g. with Raney nickel, to form the indole compound. When an acetal or ketal of the .beta.-carbonyl hydrocarbon sulfide is used, the azasulfonium salt is treated with a base, and then with an acid to form the thio-ether indole derivative. When an .alpha.-ethyl-.beta.-carbonylic hydrocarbon sulfide is used, the resulting azosulfonium salt reacts with strong base to form a thio-ether indolenine derivative, which on reduction with Raney nickel or complex metal hydrides yields 3-substituted indoles. The aniline may be an aminopyridine to form an aza-indole compound in the process. The azasulfonium salts and thio-ether indole or thio-ether indolenine derivatives can be isolated and recovered from their respective reaction mixtures. The thio-ether-indole and thio-ether indolenine derivatives are useful as intermediates to make the indoles without the thio-ether group. The indoles are known compounds having a wide variety of uses, e.g., in making perfumes, dyes, amino acids, pharmaceuticals, agricultural chemicals and the like.

  通过将N-卤代苯胺与β-羰基烃基硫醚反应形成氮杂硫杂环铵卤化物，然后再将氮杂硫杂环铵卤化物与强碱反应形成硫醚吲哚衍生物，最后通过还原硫醚吲哚衍生物（例如使用Raney镍）形成吲哚化合物。当使用β-羰基烃基硫醚的缩醛或缩酮时，氮杂硫杂环铵盐被处理后，再用酸处理形成硫醚吲哚衍生物。当使用α-乙基-β-羰基烃基硫醚时，所得的氮杂硫杂环铵盐与强碱反应形成硫醚吲哚啉衍生物，该衍生物在使用Raney镍或复杂金属氢化物还原后生成3-取代吲哚。苯胺可以是氨基吡啶，以在过程中形成氮杂吲哚化合物。可以从各自的反应混合物中分离和回收氮杂硫杂环铵盐和硫醚吲哚或硫醚吲哚啉衍生物。硫醚吲哚和硫醚吲哚啉衍生物是制备不含硫醚基的吲哚的中间体。吲哚是已知的化合物，具有广泛的用途，例如制造香料、染料、氨基酸、药物、农业化学品等。
• AZOLE COMPOUNDS USED AS TUBERCULOSTATIC AND LEISHMANICIDE AGENTS
  申请人：Boechat Nubia

  公开号：US20090054501A1

  公开（公告）日：2009-02-26

  This invention refers to new 1,2,3-triazole and imidazole compounds included in the families of compounds represented by general formula VIII. where: X is an atom of “C” or “N;” where X is “N” the radicals do triazole ring are represented by: R 1 =COR 2 , CSR 3 , CN(R 4 )R 5 or CF 2 R 6 ; R 2 =H, NHNH 2 , alkyl, aryl substituted or not, OH, NR 7 R 8 or OR 9 ; R 3 =alkyl or aryl substituted or not; R 4 =H, OH, alkyl or aryl substituted or not; R 5 =R 6 =R 7 =R 8 =R 9 =R 10 =H, alkyl or aryl substituted or not; where X is “C” the radicals do imidazolic ring are represented by: R 1 =COR 2 ; R 2 =NHNH 2 , OH, OR 3 , or NR 4 R 5 ; R 3 =alkyl or aryl substituted or not; =R 5 H, alkyl or aryl substituted or not; R 10 =NHR 6 or NR 6 R 7 ; R 6 =R 7 =COR 8 ; R 8 =aryl substituted or not; while radical R n can be located in any one or in more than one of the carbon atoms of the aromatic ring, and these radicals can be equal or different, represented by hydrogen, alkylic groups with 1 or more carbon atoms in a linear or branched chain alkenes or alkynes, hydroxyl, hydroxyalkyl or oxygenated functions in acyclic or cyclic systems forming an heterocyclic ring, free or substituted amines, thioalkyl, donators and/or removing groupings of electrons or halogens, thus “n” can vary from 1 to 5. This invention also refers to a pharmaceutical composition comprising, as active principle, at least one of the azole compounds represented by the general formula VIII, to the use of such compositions and to method of treatment or inhibition de tuberculosis and leishmaniasis.

  本发明涉及新的1,2,3-三唑和咪唑化合物，这些化合物属于由通式VIII表示的化合物家族，其中：X是“C”或“N”的原子；当X为“N”时，三唑环的基团表示为：R1=COR2、CSR3、CN（R4）R5或CF2R6；R2=H、NHNH2、烷基、芳基取代或不取代、OH、NR7R8或OR9；R3=烷基或芳基取代或不取代；R4=H、OH、烷基或芳基取代或不取代；R5=R6=R7=R8=R9=R10=H、烷基或芳基取代或不取代；当X为“C”时，咪唑环的基团表示为：R1=COR2；R2=NHNH2、OH、OR3或NR4R5；R3=烷基或芳基取代或不取代；=R5H、烷基或芳基取代或不取代；R10=NHR6或NR6R7；R6=R7=COR8；R8=芳基取代或不取代；而基团Rn可以位于任何一个或多个芳香环的碳原子上，这些基团可以相等或不同，由氢、线性或支链烷基链上具有1个或多个碳原子的烷基基团、烯烃或炔烃、羟基、羟基烷基或在无环或环形系统中含氧杂环的功能、自由或取代的胺、硫代烷基、电子给体和/或电子受体基团或卤素表示，因此“n”可以从1到5变化。本发明还涉及一种制药组合物，其包含至少一种由通式VIII表示的唑类化合物作为活性成分，以及使用这种组合物的方法和治疗或抑制结核病和利什曼病的方法。