N,N'-二(4-硝基苯基)碳二酰亚胺 | 738-66-9

• 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,N'-二(4-硝基苯基)碳二酰亚胺
• 英文名称: bis(4-nitrophenyl)carbodiimide
• 英文别名: bis(p-nitrophenyl)carbodiimide；p-nitrophenylcarbodiimide；NPC；bis-(4-nitro-phenyl)-carbodiimide；N,N'-methanetetraylbis(4-nitroaniline)；di(p-nitrophenyl)carbodiimide
• CAS: 738-66-9
• 化学式: C₁₃H₈N₄O₄
• 分子量: 284.231
• InChiKey: JYGXGJKTQJJNCG-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168°C

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 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：
  116
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38

反应信息

• 作为反应物：
  描述：

  乙烯基噻丙环 、 N,N'-二(4-硝基苯基)碳二酰亚胺 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,3-双(二苯基膦)丙烷 作用下， 以 四氢呋喃 为溶剂， 80.0 ℃ 、34.47 kPa 条件下， 反应 24.0h， 以85%的产率得到N-(4-nitrophenyl)-N-[3-(4-nitrophenyl)-4-vinyl-1,3-thiazolidin-2-ylidene] amine
  参考文献：
  名称：

  钯催化的2-乙烯基噻喃与杂聚枯烯的环化反应。噻唑烷，氧杂硫杂环戊烷和二硫杂环戊烷衍生物的区域选择性和对映选择性形成。

  摘要：

  描述了2-乙烯基噻喃与杂枯烯的第一次钯催化的扩环反应，以形成含硫的五元环杂环。该区域选择性反应在THF中在50-80摄氏度下需要5 mol％的Pd（2）（dba）（3）.CHCl（3）和10 mol％的双膦膦配体（dppp，BINAP）。2-乙烯基噻喃与碳二亚胺，异氰酸酯和酮亚胺的反应可得到1,3-噻唑烷衍生物，而与二苯乙烯或异硫氰酸酯的反应可形成1,3-氧杂硫杂环戊烷或1,3-二硫杂环戊烷化合物，分离效果良好或极好。产量最高可达ee的78％。

  DOI：

  10.1021/jo010037h
• 作为产物：
  描述：

  异氰酸对硝基苯 在 1-ethoxy-1-oxo-1λ⁵-2,3-dihydro-phosphorinane 作用下， 以 xylene 为溶剂， 生成 N,N'-二(4-硝基苯基)碳二酰亚胺
  参考文献：
  名称：

  钾盐1-氧代-1-烷氧基磷酰化

  摘要：

  DOI：

  10.1016/s0040-4039(00)76111-9

文献信息

• BORATE-BASED BASE GENERATOR, AND BASE-REACTIVE COMPOSITION COMPRISING SUCH BASE GENERATOR
  申请人：WAKO PURE CHEMICAL INDUSTRIES, LTD.

  公开号：US20160340374A1

  公开（公告）日：2016-11-24

  An object of the present invention is to provide a compound which is capable of attaining a composition having high storage stability without reacting with a base-reactive compound, even in the case of storage for a long period of time in a mixed state with the base-reactive compound, such as an epoxy-based compound, as well as capable of generating a strong base (guanidines, biguanides, phosphazenes or phosphoniums) by irradiation of light (active energy rays) or heating; a base generator comprising the compound; and a base-reactive composition comprising the base generator and the base-reactive compound. The present invention relates to the compound represented by the general formula (A); the base generator comprising the compound; and the base-reactive composition comprising the base generator and the base-reactive compound. (wherein R 1 represents an alkyl group; an arylalkynyl group which may be substituted with a halogen atom, an alkyl group, an alkoxy group, or an alkylthio group; an alkenyl group; a 2-furylethynyl group; a 2-thiophenylethynyl group; or a 2,6-dithianyl group; R 2 to R 4 each independently represent an alkyl group; an arylalkynyl group which may be substituted with a halogen atom, an alkyl group, an alkoxy group, or an alkylthio group; the aryl group which may be substituted with a halogen atom, an alkyl group, an alkoxy group, or an alkylthio group; a furanyl group; a thienyl group; or an N-alkyl-substituted pyrrolyl group; Z + represents an ammonium cation having a guanidinium group, a biguanidium group or a phosphazenium group, or a phosphonium cation.)

  本发明的目的是提供一种化合物，能够在与碱反应性化合物混合状态长时间存储的情况下，仍能获得具有高储存稳定性的组合物，而不与碱反应性化合物发生反应，同时还能通过光照（活性能量射线）或加热产生强碱（胍胺、双胍胺、磷氮烷或磷銨）；包括该化合物的碱发生器；以及包括该碱发生器和碱反应性化合物的碱反应性组合物。本发明涉及由通式（A）表示的化合物；包括该化合物的碱发生器；以及包括该碱发生器和碱反应性化合物的碱反应性组合物。（其中R1代表烷基；可能被卤素原子、烷基、烷氧基或烷硫基取代的芳基炔基；烯基；2-呋喃基炔基；2-噻吩基炔基；或2,6-二硫基基；R2到R4各自独立地代表烷基；可能被卤素原子、烷基、烷氧基或烷硫基取代的芳基炔基；可能被卤素原子、烷基、烷氧基或烷硫基取代的芳基；呋喃基；噻吩基；或N-烷基取代的吡咯基；Z+代表具有胍胺基团、双胍胺基团或磷氮烷基团的铵阳离子，或磷銨阳离子。）
• ACID-RESISTANT BASE AND/OR RADICAL GENERATOR, AND CURABLE RESIN COMPOSITION CONTAINING SAID BASE AND/OR RADICAL GENERATOR
  申请人：WAKO PURE CHEMICAL INDUSTRIES, LTD.

  公开号：US20190002403A1

  公开（公告）日：2019-01-03

  The present invention relates to a compound represented by the general formula (A), a base- and/or radical-generating agent comprising the compound, and so on. In the formula, four pieces of R 1 each independently represents a hydrogen atom or a fluorine atom; four pieces of R 2 each independently represent a fluorine atom or a trifluoromethyl group; R 3 , R 6 , R 7 and R 10 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms; R 4 and R 5 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, or R 4 and R 5 are bonded to each other to represent an alkylene group having 2 to 4 carbon atoms; and R 8 and R 9 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 14 carbon atoms and optionally having a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, a dialkylamino group having 2 to 12 carbon atoms, a halogen atom, and a nitro group, or R 8 and R 9 are bonded to each other to represent an alkylene group having 2 to 4 carbon atoms; provided that two or three of the eight groups R 3 to R 10 are each a hydrogen atom, and, in a case where two of the eight groups are each a hydrogen atom, then three to six of the remaining groups are each an alkyl group having 1 to 12 carbon atoms, and, in a case where three of the eight groups are each a hydrogen atom, then four or five of the remaining groups are each an alkyl group having 1 to 12 carbon atoms.

  本发明涉及一种由通式（A）表示的化合物，包括该化合物的生成碱基和/或基团产生剂等。在该式中，四个R1分别独立表示氢原子或氟原子；四个R2分别独立表示氟原子或三氟甲基基团；R3、R6、R7和R10分别独立表示氢原子或具有1至12个碳原子的烷基基团；R4和R5分别独立表示氢原子或具有1至12个碳原子的烷基基团，或者R4和R5相互连接表示具有2至4个碳原子的亚烷基基团；R8和R9分别独立表示氢原子、具有1至12个碳原子的烷基基团或具有6至14个碳原子且可选地具有选自包括具有1至6个碳原子的烷基基团、具有1至6个碳原子的烷氧基团、具有1至6个碳原子的烷硫基团、具有2至12个碳原子的二烷基氨基团、卤素原子和硝基基团的取代基的芳基团，或者R8和R9相互连接表示具有2至4个碳原子的亚烷基基团；前提是八个基团R3至R10中的两个或三个分别是氢原子，并且在其中两个基团分别是氢原子的情况下，其余基团中的三到六个分别是具有1至12个碳原子的烷基基团，而在其中三个基团分别是氢原子的情况下，其余基团中的四个或五个分别是具有1至12个碳原子的烷基基团。
• Regioselective and enantioselective synthesis of seven-membered ring cyclic arylguanidine and urea derivatives
  作者：Hai-Bing Zhou、Howard Alper

  DOI：10.1016/j.tet.2003.10.088

  日期：2004.1

  Cycloaddition reaction of 2-vinylpyrrolidines with carbodiimides in the presence of palladium acetate and dpppentane affords seven-membered ring cyclic arylguanidines in good yields and conversions. When 1-butyl-4-methyl-2-vinylpyrrolidine 1c was used as a mixture of trans and cis isomers in a 4:1 ratio, and reacted with bis(2-chlorophenyl)carbodiimide 2a, high stereoselectivity was achieved and only

  2-乙烯基吡咯烷与碳二亚胺在乙酸钯和dpppentane的存在下进行环加成反应，可提供良好的收率和转化率的七元环芳基胍。当1-丁基-4-甲基-2-乙烯基吡咯1C用作的混合物反式和CIS的4种异构体：1的比例，并与双（2-氯苯基）碳二亚胺反应2a中，高立体选择性达到并且仅反得到七元环状胍。吡咯烷环的4-位上的甲基和碳二亚胺的邻位上的氯取代基可能是有利于反式异构体的产物比率提高的原因。
• Novel Rhodium-Catalyzed Reaction of Thiazolidine Derivatives with Carbodiimides
  作者：Hai-Bing Zhou、Chune Dong、Howard Alper

  DOI：10.1002/chem.200400543

  日期：2004.12.3

  regioselective synthesis of thiazolidinimine derivatives based on the rhodium-catalyzed reaction of readily available thiazolidines with carbodiimides is described. This methodology provides direct access to a large variety of thiazolidinimine derivatives, possibly via a novel regiospecific insertion of carbodiimides into one of two ring carbon-nitrogen bonds, as well as a metal-catalyzed imine elimination

  描述了一种新的，简单的，区域选择性的噻唑烷亚胺衍生物的合成方法，该衍生物基于易于获得的噻唑烷与碳二亚胺的铑催化反应。这种方法可能直接通过将碳二亚胺新的区域特异性插入两个环碳-氮键之一以及金属催化的亚胺消除过程来直接访问各种噻唑烷亚胺衍生物。
• A Convenient Synthesis of 5-Amino-Substituted 1,2,4-Oxadiazole Derivatives via Reactions of Amidoximes with Carbodiimides
  作者：Konstantina C. Fylaktakidou、Maria Ispikoudi、Konstantinos E. Litinas、Konstantina C. Fylaktakidou

  DOI：10.3987/com-08-11340

  日期：——

  one step and in high yields, via reactions of a variety of aryl, benzyl, cycloalkyl and alkyl amidoximes with commercially available carbodiimides. Alkyl carbodiimides reacted with amidoximes in toluene to give 5-alkylamino-1,2,4-oxadiazoles, whereas aromatic carbodiimide reacted in DMF to give initially the intermediate O-amidoxime adducts, which were further cyclized to the corresponding 5-arylamino-1

  通过各种芳基、苄基、环烷基和烷基偕胺肟与市售碳二亚胺的反应，可以在一个步骤中以高产率轻松制备 5-氨基取代的 1,2,4-恶二唑衍生物。烷基碳二亚胺在甲苯中与偕胺肟反应得到 5-烷基氨基-1,2,4-恶二唑，而芳族碳二亚胺在 DMF 中反应最初得到中间体 O-偕胺肟加合物，进一步环化为相应的 5-芳基氨基-1， 2,4-恶二唑。