2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanal | 73365-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanal
• 英文别名: N-phthaloyl-alinal；(+/-)-2-(N-phthaloylamino)propanal；2-phthalimidopropanal；2-(N-phthaloyl)propanal；rac-N-phtalimidoalaninal；N-(β-oxo-isopropyl)-phthalimide；2-(1,3-dioxoisoindolin-2-yl)propanal；α-Phthalimidopropionaldehyd；2-phthalimido-propionaldehyde；2-N-phthalimidopropanal；N-(β-Oxo-isopropyl)-phthalimid；Phthalimide, N-(1-formylethyl)-；2-(1,3-dioxoisoindol-2-yl)propanal
• CAS: 73365-03-4
• 化学式: C₁₁H₉NO₃
• 分子量: 203.197
• InChiKey: HAFHCXUQAOHMMF-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109 °C
• 沸点：
  327.6±25.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanal 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 2-{1-Methyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethyl}-isoindole-1,3-dione
  参考文献：
  名称：

  Studies on Agents with Vasodilator and ,B-Blocking Activities. IV.

  摘要：

  合成了一系列具有苯氧基丙醇胺结构的新型哒嗪酮衍生物（II）。在静脉注射给麻醉大鼠后，评估了它们的降压和β-阻断活性。其中，5-氯-2-氰基苯氧基衍生物（29）显示出有前途的双重活性，并被选中进行进一步研究。

  DOI：

  10.1248/cpb.44.2061
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanal
  参考文献：
  名称：

  Radde, Chemische Berichte, 1922, vol. 55, p. 3175

  摘要：

  DOI：

文献信息

• Supported Cobalt Nanoparticles for Hydroformylation Reactions
  作者：Maximilian Franz Hertrich、Florian Korbinian Scharnagl、Anahit Pews‐Davtyan、Carsten Robert Kreyenschulte、Henrik Lund、Stephan Bartling、Ralf Jackstell、Matthias Beller

  DOI：10.1002/chem.201806282

  日期：2019.4.11

  Hydroformylation of olefins has been studied in the presence of specific heterogeneous cobalt nanoparticles. The catalytic materials were prepared by pyrolysis of preformed cobalt complexes deposited onto different inorganic supports. Atomic absorption spectroscopy (AAS) measurements indicated a correlation of catalyst activity and cobalt leaching as well as a strong influence of the heterogeneous

  已经在特定的异质钴纳米粒子存在下研究了烯烃的加氢甲酰化。催化材料是通过热解沉积在不同无机载体上的预制钴配合物制备的。原子吸收光谱法（AAS）测量表明催化剂活性和钴浸出之间存在相关性，以及非均相载体对生产率的强烈影响。这些新型，低成本，易于操作的催化剂可以代替毒性更大，不稳定和易挥发的羰基钴羰基配合物在实验室规模上进行加氢甲酰化。
• New Tetraphosphorus Ligands for Highly Linear Selective Hydroformylation of Allyl and Vinyl Derivatives
  作者：Chaoxian Cai、Shichao Yu、Bonan Cao、Xumu Zhang

  DOI：10.1002/chem.201201396

  日期：2012.8.6

  New tetraphosphorus ligands have been developed and applied in the rhodium‐catalyzed regioselective hydroformylation of a variety of functionalized allyl and vinyl derivatives. Remarkably high linear selectivity was obtained by these tetraphosphorus ligands. The ligand that bears strong electron‐withdrawing 2,4‐difluorophenyl groups is the most effective one in affording linear aldehydes. The Rh/tetraphosphorus

  已开发出新的四磷配体，并将其用于铑催化的多种功能化的烯丙基和乙烯基衍生物的区域选择性加氢甲酰化反应。这些四磷配体获得了显着高的线性选择性。带有强吸电子的2,4-二氟苯基的配体是提供线性醛最有效的配体。Rh /四磷配体催化剂非常有效地从官能化的烯丙基衍生物生产线性醛，所述烯丙基衍生物具有直接邻近于烯丙基的杂原子或芳族基团。对于乙烯基衍生物，该配体对丙烯酸衍生物，苯乙烯，乙烯基吡啶和乙烯基邻苯二甲酰亚胺具有高度线性的选择性。对于苯乙烯和烯丙基氰化物的加氢甲酰化，分别获得26：1和10：1的线性与支链比。
• [EN] DIHYDROBENZOFURAN DERIVATIVES AS INSECTICIDAL COMPOUNDS<br/>[FR] DÉRIVÉS DE DIHYDROBENZOFURANE EN TANT QUE COMPOSÉS INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014172871A1

  公开（公告）日：2014-10-30

  The present invention relates to compounds of formula (I) wherein Q is (Q1) or (Q2) G1 is oxygen or sulfur; Y1 is oxygen, sulfur or CH2; Y2, Y3 and Y4 are each independently C-H, C-R5 or nitrogen, wherein no more than one of Y2, Y3 and Y4 is C-R5; Y5 is hydrogen, halogen, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; Y6 is hydrogen, halogen, cyano, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; R1a is hydrogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylcarbonyl or C1-C8alkoxycarbonyl; R1b is hydrogen, C1-C8alkyl, C1-C8alkylcarbonyl or C1-C8alkoxycarbonyl; R3 is C1-C8haloalkyl; R4 is aryl or aryl substituted by one to five R10, or heteroaryl or heteroaryl substituted by one to five R10; R6a is hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; R6b is hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; or R6a and R6b together with the carbon atom to which they are attached may form a 3 to 6-membered carbocyclic ring; and R2a, R2b, R and R are as defined in the claims. The invention also relates to methods of controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I.

  本发明涉及式(I)的化合物，其中Q为(Q1)或(Q2)，G1为氧或硫；Y1为氧、硫或CH2；Y2、Y3和Y4分别独立地为C-H、C-R5或氮，其中Y2、Y3和Y4中最多只有一个为C-R5；Y5为氢、卤素、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；Y6为氢、卤素、氰基、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；R1a为氢、C1-C8烷基、C1-C8烷氧基、C1-C8烷基羰基或C1-C8烷氧羰基；R1b为氢、C1-C8烷基、C1-C8烷基羰基或C1-C8烷氧羰基；R3为C1-C8卤代烷基；R4为芳基或被1至5个R10取代的芳基，或杂环芳基或被1至5个R10取代的杂环芳基；R6a为氢、氰基、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；R6b为氢、氰基、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；或R6a和R6b与它们连接的碳原子一起可以形成3至6成员的碳环；R2a、R2b、R和R如权利要求中所定义。本发明还涉及一种控制昆虫、螨虫、线虫或软体动物的方法，包括向害虫、害虫的生境或易受害虫侵袭的植物施加式I化合物的杀虫、杀螨、杀线虫或杀软体动物有效量。
• KetoABNO/NO_<i>x</i> Cocatalytic Aerobic Oxidation of Aldehydes to Carboxylic Acids and Access to α-Chiral Carboxylic Acids via Sequential Asymmetric Hydroformylation/Oxidation
  作者：Kelsey C. Miles、M. Leigh Abrams、Clark R. Landis、Shannon S. Stahl

  DOI：10.1021/acs.orglett.6b01598

  日期：2016.8.5

  aerobic oxidation of aldehydes to carboxylic acids has been developed using organic nitroxyl and NOx cocatalysts. KetoABNO (9-azabicyclo[3.3.1]nonan-3-one N-oxyl) and NaNO2 were identified as the optimal nitroxyl and NOx sources, respectively. The mildness of the reaction conditions enables sequential asymmetric hydroformylation of alkenes/aerobic aldehyde oxidation to access α-chiral carboxylic acids

  使用有机硝酰基和NO x助催化剂开发了一种将醛有氧氧化为羧酸的方法。KetoABNO（9-氮杂双环[3.3.1]壬南-3-酮N-氧基）和NaNO 2分别被确定为最佳硝酰基和NO x源。反应条件温和，能够连续进行烯烃不对称加氢甲酰化/需氧醛氧化，得到 α-手性羧酸，而无需外消旋化。使用一系列带有不同官能团的非手性醛进一步评估了氧化方法的范围、实用性和局限性。
• [EN] PYRIMIDINES WITH TIE2 (TEK) ACTIVITY<br/>[FR] PYRIMIDINES A ACTIVITE TIE2 (TEK)
  申请人：ASTRAZENECA AB

  公开号：WO2005060970A1

  公开（公告）日：2005-07-07

  The invention relates to a compound of the Formula (I). or salt thereof wherein R1, R2, R3, R4, R5, R6, A, B, L, n and m are as defined in the description. The invention also relates to pharmaceutical compositions of said compounds, the use of said compounds as medicaments and in the production of an anti-angiogenic effect in a warm-blooded animal. The invention also relates to processes for the preparation of said compounds.

  该发明涉及公式(I)的化合物或其盐，其中R1、R2、R3、R4、R5、R6、A、B、L、n和m如描述中所定义。该发明还涉及所述化合物的药物组合物，所述化合物作为药物以及在温血动物中产生抗血管生成效应的用途。该发明还涉及所述化合物的制备方法。

表征谱图