4-benzoyl-5-methoxycarbonyl-1-p-tolyl-2,3-dihydro-2,3-pyrroledione | 113416-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-benzoyl-5-methoxycarbonyl-1-p-tolyl-2,3-dihydro-2,3-pyrroledione
• 英文别名: methyl 3-benzoyl-1-(4-methylphenyl)-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylate；methyl 3-benzoyl-1-(4-methylphenyl)-4,5-dioxopyrrole-2-carboxylate
• CAS: 113416-36-7
• 化学式: C₂₀H₁₅NO₅
• 分子量: 349.343
• InChiKey: XJPKUUMFXIADPX-UHFFFAOYSA-N

物化性质

• 熔点：
  170-171 °C (decomp)
• 沸点：
  502.4±60.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-benzoyl-5-methoxycarbonyl-1-p-tolyl-2,3-dihydro-2,3-pyrroledione 以 various solvent(s) 为溶剂， 反应 0.75h， 以74%的产率得到3-Benzoyl-6-methyl-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Maslivets, A. N.; Krasnykh, O. P.; Smirnova, L. I., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 5.2, p. 941 - 948

  摘要：

  DOI：
• 作为产物：
  描述：

  METHYL (2Z)-2-HYDROXY-4-OXO-4-PHENYLBUT-2-ENOATE 以 氯仿 、 苯 为溶剂， 反应 12.17h， 生成 4-benzoyl-5-methoxycarbonyl-1-p-tolyl-2,3-dihydro-2,3-pyrroledione
  参考文献：
  名称：

  Andreichikov, Yu. S.; Maslivets, A. N.; Smirnova, L. I., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 7, p. 1378 - 1387

  摘要：

  DOI：

文献信息

• Spiro-condensation of 5-methoxycarbonyl-1H-pyrrole-2,3-diones with cyclic enoles to form spiro substituted furo[3,2-c]-coumarins and quinolines
  作者：Alexey Yu. Dubovtsev、Pavel S. Silaichev、Mikhail A. Nazarov、Maksim V. Dmitriev、Andrey N. Maslivets、Michael Rubin

  DOI：10.1039/c6ra16889b

  日期：——

  Highly efficient spiro-cyclization enabling cyclic enoles to act as 1,3-bis-nucleophiles in reaction with pyrrole-2,3-diones acting as 1,2-bis-electrophiles was developed.

  高效的螺环闭合反应使得环状烯醇能够作为1,3-双亲核试剂与作为1,2-双电亲试剂的吡咯-2,3-二酮发生反应。
• Spirobisheterocyclization of 5-(Methoxycarbonyl)-1H-pyrrol-2,3-diones by the action of enaminoesters. Crystal and molecular structure of 1,7-diazaspiro[4.4]nonane
  作者：A. Yu. Dubovtsev、E. S. Denislamova、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428016050158

  日期：2016.5

  1-Aryl-4-aroyl-5-(methoxycarbonyl)-1Н-pyrrole-2,3-diones react with methyl 4-aryl-2-(arylamino)-4-oxobut-2-enoates with the formation of methyl 1,7-diaryl-4,9-diaroyl-3-hydroxy-2,6-dioxo-1,7-diazaspiro[4.4]nona-3,8-diene-8-carboxylates.

  1-芳基-4-芳酰基-5-（甲氧基羰基）-1--吡咯-2,3-二酮与4-芳基-2-（芳基氨基）-4-氧代丁-2-烯酸甲酯反应形成甲基1 ，7，7-二芳基-4，9-二芳基-3-羟基-2，6-二氧代-1，7-二氮杂螺[4.4]壬娜-3，8-二烯-8-羧酸盐。
• Five-membered 2,3-dioxoheterocycles: LXXXVI. Spiro-heterocyclization of 1-aryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones under the action of 3-arylamino-1H-inden-1-ones. Crystal and molecular structure of 4′-hydroxy-3′-(2,4-dimethylbenzoyl)-1,1′-diphenyl-1H-spiro[indeno[1,2-b]pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-trione
  作者：N. V. Bubnov、E. S. Denislamova、P. S. Silaichev、P. A. Slepukhin、A. N. Maslivets

  DOI：10.1134/s1070428012050119

  日期：2012.5

  arbonyl-1H-pyrrole-2,3-diones react with 3-arylamino-1H-inden-1-ones affording 1,1′-diaryl-3′-aroyl-4′-hydroxy-1H-spiro[indeno[1,2-b]pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-triones. The crystal and molecular structure of 4′-hydroxy-3′-(2,4-dimethylbenzoyl)-1,1′-diphenyl-1H-spiro[indeno[1,2-b] pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-trione.

  1-芳基-4-芳酰基-5-甲氧基羰基-1 H-吡咯-2，3-二酮与3-芳基氨基-1 H-茚-1-酮反应得到1,1'-二芳基-3'-芳酰基-4 ' -羟基-1 ħ -螺[茚并[1,2-b]吡咯-3,2'-吡咯] -2,4,5-'（1' ħ）-triones。4'-羟基-3'-（2,4-二甲基苯甲酰基）-1,1'-二苯基-1 H-螺[茚并[1,2 - b ]吡咯-3,2'-吡咯的晶体和分子结构] -2,4,5-'（1' ħ） -三酮。
• Five-membered 2,3-dioxo heterocycles: XLIX. Reaction of methyl 1-aryl-3-aroyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with N-substituted 3-amino-5,5-dimethyl-2-cyclohexenones
  作者：Yu. N. Bannikova、A. N. Maslivets、Z. G. Aliev

  DOI：10.1007/s11178-005-0101-6

  日期：2004.12

  Methyl 1-aryl-3-aroyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates react with N-substituted 3-amino-5,5-dimethyl-2-cyclohexenones to give 4′-hydroxy-1′-aryl-3′-aroyl-6,6-dimethyl-1′, 2,3,4,5,5′,6,7-octahydro-1H,2′H-indole-3-spiro-2′-pyrrole-2,4,5′-triones. The structure of the products was proved by the X-ray diffraction data for the 1-cyclohexyl derivative.

  1-aryl-3-aroyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates 与 N-取代的 3-amino-5、5-二甲基-2-环己烯酮反应，得到 4′-羟基-1′-芳基-3′-芳酰基-6,6-二甲基-1′, 2,3,4,5,5′,6,7-octahydro-1H,2′H-indole-3-spiro-2′-pyrrole-2,4,5′-triions.1-cyclohexyl 衍生物的 X 射线衍射数据证明了产品的结构。
• Five-membered dioxo heterocycles: CIV. Reaction of methyl 1-aryl-3-benzoyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with cyclic enehydrazines. Crystal and molecular structure of N-[3′-benzoyl-1′-(4-chlorophenyl)-4′-hydroxy-6,6-dimethyl-2,4,5′-trioxo-1′,4,5,5′,6,7-hexahydrospiro-[indole-3,2′-pyrrol]-1(2H)-yl]benzamide
  作者：E. S. Denislamova、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428014070136

  日期：2014.7

  Methyl 1-aryl-3-benzoyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates reacted with N′-(5,5-dimethyl-3-oxocyclohex-1-en-1-yl)benzohydrazides and N′-(5,5-dimethyl-3-oxocyclohex-1-en-1-yl)-2,2-diphenylacetohydrazide to give substituted N-[1′-aryl-3′-benzoyl-4′-hydroxy-6,6-dimethyl-2,4,5′-trioxo-1′,4,5,5′,6,7-hexahydrospiro[indole-3,2′-pyrrol]-1(2H)-yl]benz- and -diphenylacetamides.

  1-芳基-3-苯甲酰基-4,5-二氧代-4,5-二氢-1 H-吡咯-2-羧酸甲酯与N '-（5,5-二甲基-3-氧代环己基-1-en-1反应-基）苯甲酰肼和N '-（5,5-二甲基-3-氧代环己基-1-en-1-基）-2,2-二苯乙酰肼得到取代的N- [1'-芳基-3'-苯甲酰-4 ′-羟基-6,6-二甲基-2,4,5'-三氧代-1'，4,5,5'，6,7-六氢螺[吲哚-3,2'-吡咯] -1（2 H） -基]苯-和-二苯基乙酰胺。