N-(3-硝基苯基)氨基甲酸甲酯 | 2189-61-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3-硝基苯基)氨基甲酸甲酯
• 英文名称: (3-nitro-phenyl)-carbamic acid methyl ester
• 英文别名: (3-Nitro-phenyl)-carbamidsaeure-methylester；3-Nitro-carbanilsaeure-methylester；methyl m-nitrocarbanilate；<3-Nitro-phenyl>-carbamidsaeure-methylester；3-Nitrophenylcarbamidsaeure-methylester；Methyl-N-3-nitrophenylcarbamat；Methyl N-(3-nitrophenyl)carbamate
• CAS: 2189-61-9
• 化学式: C₈H₈N₂O₄
• mdl: MFCD00024353
• 分子量: 196.163
• InChiKey: ZMHNYWIJOJZOJY-UHFFFAOYSA-N

物化性质

• 熔点：
  150-151 °C
• 沸点：
  259.4±23.0 °C(Predicted)
• 密度：
  1.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-(3-硝基苯基)氨基甲酸甲酯 在 水 、 氢气 作用下， 生成 间硝基苯胺
  参考文献：
  名称：

  Berner, Joachim, Zeitschrift fur Chemie, 1982, vol. 22, # 6, p. 221 - 222

  摘要：

  DOI：
• 作为产物：
  描述：

  间硝基苯胺 以 二氯甲烷 为溶剂， 生成 N-(3-硝基苯基)氨基甲酸甲酯
  参考文献：
  名称：

  Usharani; Bhujanga Rao; Reddy, Asian Journal of Chemistry, 2011, vol. 23, # 4, p. 1802 - 1806

  摘要：

  DOI：

文献信息

• Hindered Ureas as Masked Isocyanates: Facile Carbamoylation of Nucleophiles under Neutral Conditions
  作者：Marc Hutchby、Chris E. Houlden、J. Gair Ford、Simon N. G. Tyler、Michel R. Gagné、Guy C. Lloyd-Jones、Kevin I. Booker-Milburn

  DOI：10.1002/anie.200904435

  日期：2009.11.2

  better: Sterically hindered dialkyl ureas undergo nucleophilic substitution at dramatically faster rates than their less hindered counterparts (see scheme). Steric decompression upon the formation of an intermediate isocyanate can explain this counterintuitive behavior. These hindered ureas can be considered as masked reagents that liberate reactive isocyanates in situ.

  越大越好：空间受阻的二烷基脲以比受阻较小的对应物快得多的速率进行亲核取代（参见方案）。中间体异氰酸酯形成时的空间减压可以解释这种违反直觉的行为。这些受阻尿素可以被认为是原位释放反应性异氰酸酯的掩蔽试剂。
• Palladium-Catalyzed Carbonylation of Amines: Switchable Approaches to Carbamates and N,N′-Disubstituted Ureas
  作者：Zheng-Hui Guan、Hao Lei、Ming Chen、Zhi-Hui Ren、Yinjuan Bai、Yao-Yu Wang

  DOI：10.1002/adsc.201100545

  日期：2012.2

  Switchable access to carbamates and ureas has been developed by solvent control palladium-catalyzed carbonylation of aromatic amines under an atmosphere of carbon monoxide. A variety of N-phenylcarbamates and N,N′-diphenylureas was easily synthesized in good to excellent yields from readily available aromatic amines under mild conditions.

  通过在一氧化碳气氛下溶剂控制钯催化的芳族胺的羰基化反应，已开发出可转换的氨基甲酸酯和尿素。在温和的条件下，容易获得的各种芳族胺可以很容易地合成各种N-苯基氨基甲酸酯和N，N'-二苯基脲。
• Effect of successive increase in alcohol chains on reaction with isocyanates and isothiocyanates
  作者：Shahnaz Perveen、Arfa Yasmin、Khalid Mohammed Khan

  DOI：10.1080/14786410802270738

  日期：2010.1.10

  The reaction of isocyanates and isothiocyanates with long-chain alcohols, e.g. n-hexanol, n-heptanol and n-octanol, exclusively gave N-aryl-O-alkyl carbamates, while N-aryl-O-alkyl carbamates were formed along with symmetrical 1,3-disubstituted ureas and thioureas when the same reactions were carried out with small-chain alcohols at room temperature without using any solvent.

  异氰酸酯和异硫氰酸酯与长链醇，例如将反应Ñ己醇，Ñ庚醇和Ñ辛醇，只给Ñ -芳基- ø -烷基氨基甲酸盐，而Ñ -芳基- ö烷基用对称沿形成氨基甲酸酯当在不使用任何溶剂的情况下与小链醇在室温下进行相同的反应时，1,3-二取代的脲和硫脲。
• Reductive carbonylation of aromatic dinitro compounds with a palladium(phenanthroline)2(triflate)2 catalyst and an aromatic carboxylic acid as cocatalyst
  作者：Petra Wehman、Paul C. J. Kamer、Piet W. N. M. van Leeuwen

  DOI：10.1039/cc9960000217

  日期：——

  Reductive carbonylation of aromatic dinitro compounds to afford valuable dicarbamates proceeds at reasonable rates and with high selectivities under the influence of a Pd(phenanthroline)2(triflate)2 catalyst in combination with an aromatic carboxylic acid as cocatalyst.

  在 Pd(菲罗啉)2(三酸酯)2 催化剂与作为助催化剂的芳香族羧酸的结合作用下，芳香族二硝基化合物的还原羰基化反应以合理的速率和高选择性进行，从而获得有价值的二氨基甲酸盐。
• Excitatory amino acid receptor modulators
  申请人：——

  公开号：US20040102521A1

  公开（公告）日：2004-05-27

  Compounds of the formula (I) in which: R 1 is (CH 2 ) n Y; n is 1 or 2; Y is NHSO 2 R 2 or X 1 —W—X 2 —R 3 ; X 1 is O or NH; W is C═O, C═S, C═NH, or SO 2 ; X 2 is O or NH, provided that X 1 and X 2 are not both O; R 2 is C 1-10 alkyl; C 2-10 alkenyl; C 2-10 alkynyl; aryl; aryl-C 1-10 alkyl; aryl-C 2-10 alkenyl; aryl-C 2-10 alkynyl; C 3-8 cycloalkyl or C 3-8 -cycloalkyl-C 1-10 alkyl; and R 3 is hydrogen, C 1-10 alkyl; C 2-10 alkenyl; C 2-10 alkynyl; aryl; aryl-C 1-10 alkyl; aryl-C 2-10 alkenyl; aryl-C 2-10 alkynyl; C 3-8 cycloalkyl; or C 3-8 -cycloalkyl-C 1-10 alkyl; or a salt or ester thereof, modulate metabotropic glutamate receptor function and are useful in treating disorders of the central nervous system.

  式(I)的化合物中：R1为(CH2)nY；n为1或2；Y为NHSO2R2或X1—W—X2—R3；X1为O或NH；W为C═O、C═S、C═NH或SO2；X2为O或NH，但X1和X2不能同时为O；R2为C1-10烷基、C2-10烯基、C2-10炔基、芳基、芳基-C1-10烷基、芳基-C2-10烯基、芳基-C2-10炔基、C3-8环烷基或C3-8-环烷基-C1-10烷基；R3为氢、C1-10烷基、C2-10烯基、C2-10炔基、芳基、芳基-C1-10烷基、芳基-C2-10烯基、芳基-C2-10炔基、C3-8环烷基或C3-8-环烷基-C1-10烷基；或其盐或酯，可调节代谢型谷氨酸受体功能，并可用于治疗中枢神经系统疾病。