1-(2-nitrobenzenesulfonyl)-1H-imidazole

• 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-(2-nitrobenzenesulfonyl)-1H-imidazole
• 英文别名: 1-(2-nitrobenzenesulfonyl)imidazole；1-(2-nitrophenylsulfonyl)-1H-imidazole；nitrophenyl-sulphonyl-imidazole；1-(2-Nitrophenyl)sulfonylimidazole
• 化学式: C₉H₇N₃O₄S
• 分子量: 253.238
• InChiKey: JIKAWNLIQSUFJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-nitrobenzenesulfonyl)-1H-imidazole 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 13.0h， 生成 chlorodicarbonyl[1-methyl-3-(2-nitrobenzenesulfonyl)imidazol-2-ylidene]rhodium(I)
  参考文献：
  名称：

  Characterization of Rh(I) complexes bearing N-2-nitrobenzenesulfonyl substituted, N-heterocyclic carbenes

  摘要：

  Synthesis and structural characterization of novel Rh(I) complexes bearing 1,2,4-triazol-3-ylidene or imidazol-2-ylidene substituted with an N-2-nitrobenzenesulfonyl (N-nosyl) group are described. The complexes were characterized by infrared (IR), NMR, and single-crystal X-ray diffraction analyses. The Tolman electronic parameter (TEP) values of both of the 1,2,4-triazol-3-ylidene (2064 cm(-1)) and imidazol-2-ylidene (2059 cm(-1)), as determined from the average carbonyl (CO) stretching frequencies for the corresponding RhCl(NHC)(CO)(2) (NHC = N-heterocyclic carbene) complexes, were higher than that of RhCl(IMes)(CO)(2) (IMes = 1,3-bis(2,4,6-trimethylphenyl) imidazol-2-ylidene) (2050 cm(-1)). As the TEP values of the NHCs increased, the C-13 NMR signal of the carbenic carbon in the corresponding RhCl(NHC)(cod) (cod = 1,5-cyclooctadiene) and RhCl(NHC)(CO)(2) complexes shifted downfield. Moreover, the crystallographic analysis of the RhCl(NHC)(cod) complexes revealed that one of the S=O bonds in the sulfonyl group could be conjugated with the NHC frameworks, while the remaining S=O bond conjugated with the 2-nitrophenyl groups of the N-nosyl substituent. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.12.024
• 作为产物：
  描述：

  4-氯-2-硝基苯磺酰氯 以70%的产率得到
  参考文献：
  名称：

  Artico Marino, Silvestri Romano, Stefancich Giorgio, Massa Silvio, Pagnoz+, Arch. Pharm, 328 (1995) N 3, S 223-229

  摘要：

  DOI：

文献信息

• Metal-free synthesis of sulfonamides via iodine-catalyzed oxidative coupling of sulfonyl hydrazides and amines
  作者：Santosh Kumar Reddy Parumala、Rama Krishna Peddinti

  DOI：10.1016/j.tetlet.2016.02.009

  日期：2016.3

  A novel, rapid, and environmentally-friendly protocol for the synthesis of sulfonamides using iodine as catalyst under solvent-free conditions is described. This method involves the oxidative coupling of sulfonyl hydrazides and amines in the presence of catalytic amount of iodine using TBHP as oxidant. This protocol does not require purification techniques such as column chromatography and recrystalization

  描述了一种在无溶剂条件下使用碘作为催化剂合成磺酰胺的新颖，快速且环境友好的方案。该方法涉及在使用TBHP作为氧化剂的催化量碘存在下，磺酰肼和胺的氧化偶联。该方案不需要纯化技术，例如柱色谱法和重结晶法。
• Synthesis of Pyrryl Aryl Sulfones Targeted at the HIV-1 Reverse Transcriptase
  作者：Marino Artico、Romano Silvestri、Giorgio Stefancich、Silvio Massa、Eugenia Pagnozzi、Daniela Musu、Franca Scintu、Elisabetta Pinna、Enrico Tinti、Paolo La Colla

  DOI：10.1002/ardp.19953280304

  日期：——

  Various aryl 1‐pyrryl sulfones were synthesized and tested as inhibitors of HIV‐1, 2‐Nitrophenyl‐2‐ethoxycarbonyl‐1‐pyrryl sulfone, the most active among test derivatives, was selected as lead compound of the aryl pyrryl sulfone series. The in vitro anti‐HIV‐1 activity and cytotoxicity of 41 compounds is reported. Some structure‐activity relationships are discussed also in comparison with the known

  合成并测试了各种芳基 1-吡咯基砜作为 HIV-1 的抑制剂，2-硝基苯基-2-乙氧基羰基-1-吡咯基砜是测试衍生物中最活跃的，被选为芳基吡咯基砜系列的先导化合物。报道了 41 种化合物的体外抗 HIV-1 活性和细胞毒性。与已知的 NPPS（2-硝基苯基苯砜）相比，还讨论了一些结构 - 活性关系。
• Nitrophenyl-sulfonyl-imidazoles and use thereof for controlling vegetable and animal pests
  申请人：——

  公开号：US20020022728A1

  公开（公告）日：2002-02-21

  Novel nitrophenyl-sulphonyl-imidazoles of the formula 1 in which X, R 1 , R 2 and R 3 have the meanings stated in the description, a process for the preparation of novel substances and their use for controlling vegetable and animal pests.

  新型硝基苯磺酰基咪唑化合物的化学式为1，其中X、R1、R2和R3的含义如描述中所述，一种制备新型物质的方法以及它们用于控制植物和动物害虫的用途。
• [DE] NITROPHENYL-SULFONYL-IMIDAZOLE UND DEREN VERWENDUNG ZUR BEKÄMPFUNG VON PFLANZLICHEN UND TIERISCHEN SCHÄDLINGEN<br/>[EN] NITROPHENYL-SULFONYL-IMIDAZOLES AND USE THEREOF FOR CONTROLLING VEGETABLE AND ANIMAL PESTS<br/>[FR] NITROPHENYLE-SULFONYLE-IMIDAZOLES ET LEUR UTILISATION POUR LUTTER CONTRE DES PARASITES VEGETAUX ET ANIMAUX
  申请人：BAYER AKTIENGESELLSCHAFT

  公开号：WO1999005116A1

  公开（公告）日：1999-02-04

  (DE) Neue Nitrophenyl-sulfonyl-imidazole der Formel (I), in welcher X, R1, R2 und R3 die in der Beschreibung angegebenen Bedeutungen haben, ein Verfahren zur Herstellung der neuen Stoffe und deren Verwendung zur Bekämpfung von pflanzlichen und tierischen Schädlingen.(EN) The invention relates to novel nitrophenyl-sulfonyl-imidazoles of formula (I), wherein X, R1, R2 and R3 have the meanings given in the Description, to a method for producing the same, and to their use for controlling vegetable and animal pests.(FR) L'invention concerne de nouveaux nitrophényle-sulfonyle-imidazoles de la formule (I) dans laquelle X, R1, R2 et R3 ont les significations mentionnées dans la description. L'invention concerne également un procédé permettant de préparer de nouvelles substances, ainsi que leur utilisation pour lutter contre des parasites végétaux et animaux.

  我们要将下面的英文文本翻译成中文，只返回翻译后的中文文本。以下是翻译结果： **德语翻译：** (NImageUrl(lossen)dphePROPHeei tzurlidin supdrdtl su_interval, in welchem X, R1, R2 und R3 die in der Description angegebenen Bedeutungen haben, ein Verfahren zur Herstellung der neuen Stoffe und deren Verwendung zur Bekämpfung von pflanzlichen und tierischen Schädlingen.) **英语原文：** The invention relates to novel nitrophenyl-sulfonyl-imidazoles of formula (I), wherein X, R1, R2 and R3 have the meanings given in the Description, to a method for producing the same, and to their use for controlling vegetable and animal pests. **法语翻译：** L'invention concerne de nouveaux nitrophényle-sulfonyle-imidazoles de la formule (I) dans laquelle X, R1, R2 et R3 ont les significations mentionnées dans la description. L'invention concerne également un procédé permettant de préparer de nouvelles substances, ainsi que leur utilisation pour lutter contre des parasites végétaux et animaux. --- **中译：** 本发明涉及新型硝基苯 sulfonylimidazole 的结构式 (I)，其中 X、R1、R2 和 R3 的含义如描述中所述。该发明还涉及制备这些化合物的方法及其用于防治植物和动物病虫害的用途。 --- 这一段文字描述了同一种化合物的结构、制备方法和应用，具有高度的抽象性和专业性。对于其中的专业术语和缩略语，需要确保准确翻译，以准确传达原意，保持专业性的同时杜绝误解。
• Deprotection of 2-nitrobenzenesulfonamides using fluorous and solid phase reagents
  作者：Caspar Christensen、Rasmus P. Clausen、Mikael Begtrup、Jesper L. Kristensen

  DOI：10.1016/j.tetlet.2004.09.015

  日期：2004.10

  The 2-nitrobenzenesulfonyl group was efficiently removed from primary and secondary amines as well as amides with a perfluorinated thiol under mild conditions. The resulting perfluorinated byproduct was removed via a solid phase extraction through perfluorinated silica gel making this a fast and simple procedure for parallel deprotection. @ 2004 Elsevier Ltd. All rights reserved.