2-(4-tolyl)-3-ethoxycarbonyl-2-pyrroline-5-one | 777939-10-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-(4-tolyl)-3-ethoxycarbonyl-2-pyrroline-5-one
• 英文别名: ethyl 4,5-dihydro-5-oxo-2-tolyl-1H-pyrrole-3-carboxylate；5-(p-methylphenyl)-4-carbethoxy-1,3-dihydro-pyrrol-2-one；2-(4-Tolyl)-3-ethoxycarbonyl-2-pyrroline-5-on；ethyl 5-(4-methylphenyl)-2-oxo-1,3-dihydropyrrole-4-carboxylate
• CAS: 777939-10-3
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: VHDKUDINYGOVKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-tolyl)-3-ethoxycarbonyl-2-pyrroline-5-one 在 N-甲基吡咯烷酮 、 iron(III) chloride 、 sodium tert-pentoxide 、 sodium hydride 作用下， 以 2-甲基-2-丁醇 、 mineral oil 为溶剂， 反应 45.0h， 生成 2,5-diethyl 1,4-dioxo-3-(4-methylphenyl)-6-(pyridin-4-yl)-pyrrolo[3,4-c]pyrrole-2,5-dicarboxylate
  参考文献：
  名称：

  Synthesis and Spectroscopic Studies of N,N’-dialkyl Derivatives of Antisymmetrical 2H,5H-Dihydropyrrolo[3,4-c]pyrrole-1,4-diones

  摘要：

  2,5-二氢吡咯并[3,4-c]吡咯-1,4-二酮衍生物（DPP）是化学性质稳定、具有荧光特性的分子，通常被称为高性能颜料。制备DPP的可溶性衍生物为设计新的和现有应用的光学传感器提供了极大的优势，并克服了固体矩阵中的聚集问题。为此，对抗称DPP的合成及通过N,N’-二烷基化形成新有机染料进行了研究，并在溶液和固相中进行了光谱研究。

  DOI：

  10.1007/s10895-013-1294-7
• 作为产物：
  描述：

  2-(4-methylbenzoyl)maleic acid diethyl ester 在 ammonium acetate 、 溶剂黄146 作用下， 反应 3.0h， 生成 2-(4-tolyl)-3-ethoxycarbonyl-2-pyrroline-5-one
  参考文献：
  名称：

  Synthesis and Spectroscopic Studies of N,N’-dialkyl Derivatives of Antisymmetrical 2H,5H-Dihydropyrrolo[3,4-c]pyrrole-1,4-diones

  摘要：

  2,5-二氢吡咯并[3,4-c]吡咯-1,4-二酮衍生物（DPP）是化学性质稳定、具有荧光特性的分子，通常被称为高性能颜料。制备DPP的可溶性衍生物为设计新的和现有应用的光学传感器提供了极大的优势，并克服了固体矩阵中的聚集问题。为此，对抗称DPP的合成及通过N,N’-二烷基化形成新有机染料进行了研究，并在溶液和固相中进行了光谱研究。

  DOI：

  10.1007/s10895-013-1294-7

文献信息

• [EN] NEW HETEROCYCLIC COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND THEIR USE AS DYES AND PIGMENTS<br/>[FR] NOUVEAUX COMPOSES HETEROCYCLIQUES, PROCEDE DE PREPARATION DE CES COMPOSES ET LEUR UTILISATION EN TANT QUE COLORANTS ET PIGMENTS
  申请人：CIBA SC HOLDING AG

  公开号：WO2004089941A1

  公开（公告）日：2004-10-21

  Compounds of formula (I) wherein R1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic amide, alkylthio, arylthio, alkoxy or aryloxy, R'1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic arnide, alkylthio, arylthio, alkoxy or aryloxy, X is -O-, -S-, -NH- or -N(alkyl)-, X' is -0-, -S-, -NH- or -N(alkyl)-, Y is hydrogen or carboxylic ester, Y' is hydrogen or carboxylic ester, Z is =C- or =N-, Z' is =C- or =N-, x is 0 or 1, when Z is =N-, then x is 0, y is 0 or 1, when Z' is =N-, then y is 0, A is a conjugated linking bridge of the formulae (II), (III), (IV), (V), or (VI), wherein n is 0, 1, 2 or 3, m is 0, 1, 2 or 3, B is a phenyl ring, T is =C(R3)- or =N-, wherein R3 is hydrogen, C1-C12alkyl or CN, W is a heterocyclic, or linear or polycondensed aromatic group which is unsubstituted or substituted by alkyl, halogen, hydroxy, alkoxy, alkylthio or amino, G is -CH= or -N=, and R2 is hydrogen, alkyl, halogen, hydroxy, alkoxy, alkylthio or amino, their preparation and their use in the production of coloured plastics or polymeric color particles.

  化合物的公式（I），其中R1是氢，羟基，卤素，硝基，氰基，氨基，羧基，羧酸酯，磺基，磺酸酯，羧酰胺，磺酰胺，烷基硫基，芳基硫基，烷氧基或芳氧基，R'1是氢，羟基，卤素，硝基，氰基，氨基，羧基，羧酸酯，磺基，磺酸酯，羧酰胺，磺酰胺，烷基硫基，芳基硫基，烷氧基或芳氧基，X是-O-，-S-，-NH-或-N（烷基）-，X'是-O-，-S-，-NH-或-N（烷基）-，Y是氢或羧酸酯，Y'是氢或羧酸酯，Z是=C-或=N-，Z'是=C-或=N-，x是0或1，当Z是=N-时，x是0，y是0或1，当Z'是=N-时，y是0，A是公式（II），（III），（IV），（V）或（VI）的共轭连接桥，其中n为0，1，2或3，m为0，1，2或3，B为苯环，T为=C（R3）-或=N-，其中R3为氢，C1-C12烷基或CN，W为未取代或取代的烷基，卤素，羟基，烷氧基，烷硫基或氨基的杂环，或线性或多缩合芳香基团，G为-CH=或-N=，R2为氢，烷基，卤素，羟基，烷氧基，烷硫基或氨基，它们的制备以及它们在生产有色塑料或聚合物颜色颗粒中的应用。
• New heterocyclic compounds, a process for their preparation and their use as dyes and pigments
  申请人：Adam Jean-Marie

  公开号：US20060124014A1

  公开（公告）日：2006-06-15

  Compounds of formula (I) wherein R 1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic amide, alkylthio, arylthio, alkoxy or aryloxy, R′ 1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic amide, alkylthio, arylthio, alkoxy or aryloxy, X is —O—, —S—, —NH— or —N(alkyl)-, X′ is —O—, —S—, —NH— or —N(alkyl)-, Y is hydrogen or carboxylic ester, Y′ is hydrogen or carboxylic ester, Z is ═C— or ═N—, Z′ is ═C— or ═N—, x is 0 or 1, when Z is ═N—, then x is 0, y is 0 or 1, when Z′ is ═N—, then y is 0, A is a conjugated linking bridge of the formulae (II), (III), (IV), (V), or (VI), wherein n is 0, 1, 2 or 3, m is 0, 1, 2 or 3, B is a phenyl ring, T is ═C(R 3 )— or ═N—, wherein R 3 is hydrogen, C 1 -C 12 alkyl or CN, W is a heterocyclic, or linear or polycondensed aromatic group which is unsubstituted or substituted by alkyl, halogen, hydroxy, alkoxy, alkylthio or amino, G is —CH═ or —N═, and R 2 is hydrogen, alkyl, halogen, hydroxy, alkoxy, alkylthio or amino, their preparation and their use in the production of coloured plastics or polymeric color particles.

  式(I)化合物 其中 R 1 是氢、羟基、卤素、硝基、氰基、氨基、羧基、羧酸酯、磺酸酯、磺酸酰胺、羧酸酰胺、磺酸酰胺、烷硫基、芳硫基、烷氧基或芳氧基， R′ 1 是氢、羟基、卤素、硝基、氰基、氨基、羧基、羧酸酯、磺酸、磺酸酯、羧酸酰胺、磺酸酰胺、烷硫基、芳硫基、烷氧基或芳氧基，X 是-O-、-S-、-NH-或-N（烷基）-，X′ 是-O-、-S-、-NH-或-N（烷基）-，Y 是氢或羧酸酯、Y′是氢或羧酸酯，Z是═C-或═N-，Z′是═C-或═N-，x是0或1，当Z是═N-时，则x是0，y是0或1，当Z′是═N-、则 y 是 0，A 是式 (II)、(III)、(IV)、(V) 或 (VI) 的共轭连接桥，其中 n 是 0、1、2 或 3，m 是 0、1、2 或 3，B 是一个苯基环，T 是 ═C(R 3 )-或═N-，其中 R 3 是氢、C 1 -C 12 烷基或 CN，W 是未被取代或被烷基、卤素、羟基、烷氧基、烷硫基或氨基取代的杂环基团或线性或多缩合芳香基团，G 是 -CH═ 或 -N═，以及 R 2 是氢、烷基、卤素、羟基、烷氧基、烷硫基或氨基。
• NEW HETEROCYCLIC COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND THEIR USE AS DYES AND PIGMENTS
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1603902A1

  公开（公告）日：2005-12-14
• New compounds, a process for their preparation and their use as dyes and pigments
  申请人：Adam Jean-Marie

  公开号：US20060258784A1

  公开（公告）日：2006-11-16

  Compounds of formula (1) wherein R 1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic amide, alkylthio, arylthio, alkoxy or aryloxy, R′ 1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic amide, alkylthio, arylthio, alkoxy or aryloxy, X is —O—, —S—, —NH— or —N(alkyl)—, X′ is —O—, —S—, —NH— or —N(alkyl)—, Y is hydrogen or carboxylic ester, Y′ is hydrogen or carboxylic ester, Z is ═C— or ═N—, Z′ is ═C— or ═N—, x is 0 or 1, when Z is ═N—, then x is 0, y is 0 or 1, when Z′ is ═N—, then y is 0, A is a conjugated linking bridge of the formula wherein n is 0, 1, 2 or 3, m is 0, 1, 2 or 3, B is a phenyl ring, T is ═C(R 3 )— or ═N—, wherein R 3 is hydrogen, C 1 -C 12 alkyl or CN, W is a heterocyclic, or linear or polycondensed aromatic group which is unsubstituted or substituted by alkyl, halogen, hydroxy, alkoxy, alkylthio or amino, G is —CH═ or —N═, and R 2 is hydrogen, alkyl, halogen, hydroxy, alkoxy, alkylthio or amino, their preparation and their use in the production of coloured plastics or polymeric colour particles.