3,3,6,6-tetramethyl-9-(2-naphthyl)-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione | 203178-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,3,6,6-tetramethyl-9-(2-naphthyl)-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione
• 英文别名: 3,3,6,6-tetramethyl-9-(naphthalen-2-yl)-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)dione；3,3,6,6-tetramethyl-9-(naphthalen-2-yl)-1,2,3,4,5,6,7,8,9,10-decahydroacridin-1,8-dione；3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-9-(2-naphthyl)-1,8-(2H,5H)-acridinedione；3,3,6,6-Tetramethyl-9-naphthalen-2-yl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• CAS: 203178-84-1
• 化学式: C₂₇H₂₉NO₂
• 分子量: 399.533
• InChiKey: JAHLGAWGJGAXMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 2-萘甲醛 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.83h， 以88%的产率得到3,3,6,6-tetramethyl-9-(2-naphthyl)-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione
  参考文献：
  名称：

  Nano-zirconia as an excellent nano support for immobilization of sulfonic acid: a new, efficient and highly recyclable heterogeneous solid acid nanocatalyst for multicomponent reactions

  摘要：

  报告了一种新型的、高效的、可回收的纳米催化剂——纳米氧化锆支撑的磺酸，用于合成多组分反应。

  DOI：

  10.1039/c5nj02430g

文献信息

• A convenient method for the synthesis of 1,8-dioxodecahydroacridine derivatives using 1-methylimidazolium tricyanomethanide {[HMIM]C(CN)3} as a nanostructured molten salt catalyst
  作者：Mohammad Ali Zolfigol、Neda Bahrami-Nejad、Saeed Baghery

  DOI：10.1016/j.molliq.2016.03.006

  日期：2016.6

  A practical and convenient method for the synthesis of 1,8-dioxodecahydroacridine derivatives was achieved via the one-pot condensation reaction of cyclic 1,3-diketone, aldehydes and various anilines or ammonium acetate in the presence of 1-methylimidazolium tricyanomethanide [HMIM]C(CN)3} as a nanostructured molten salt (NMS) catalyst at room temperature. In the present work, more than thirty products

  达到为1,8- dioxodecahydroacridine衍生物的合成的实用和方便的方法通过在1-甲基咪唑三氰基[HMIM存在环状1,3-二酮，醛和各种苯胺或乙酸铵的一锅缩合反应] C（CN）3 }在室温下为纳米结构熔盐（NMS）催化剂。在目前的工作中，将首次报告三十多种产品。
• Acridine derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US05969139A1

  公开（公告）日：1999-10-19

  The invention relates to new and known tricyclic dione derivatives of the general formula ##STR1## wherein W represents hydrogen or lower alkyl; X represents lower alkyl; Y represents NR1; R.sup.1 represents hydrogen, lower alkyl, lower alkoxycarbonyl or lower alkoxycarbonyl-lower alkyl; Z represents aryl or heteroaryl optionally substituted by one or more halo, cyano, nitro, lower alkyl, halo-lower alkyl, lower alkoxy, halo-lower alkoxy, COR.sup.2, OCOR.sup.2, CO.sub.2 R.sup.2, OR.sup.2, S(O).sub.n R.sup.2, NR.sup.2 R.sup.3, N(R.sup.4)COR.sup.5, Ar, Ar-lower alkyl, Het or Het-lower alkyl substituents and/or on adjacent carbon atoms by lower alkylenedioxy; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each individually represent hydrogen, lower alkyl, Ar, Ar-lower alkyl, Het or Het-lower alkyl substituents; or R.sup.2 and R.sup.3 together represent the group --CH.dbd.CH--CH.dbd.CH-- or --CH.dbd.N--CH.dbd.CH--; Ar represents aryl optionally substituted by one or more halo, lower alkyl, lower alkoxy or nitro substituents; Het represents heteroaryl optionally substituted by one or more halo, lower alkyl, lower alkoxy or nitro substituents; and n stands for 0, 1 or 2 and to their salts which are inhibitors of herpes simplex virus thymidine kinase.

  该发明涉及一般式##STR1##的新型和已知的三环二酮衍生物，其中W代表氢或较低的烷基；X代表较低的烷基；Y代表NR1；R.sup.1代表氢、较低的烷基、较低的烷氧羰基或较低的烷氧羰基-较低的烷基；Z代表芳基或杂芳基，可选择地被一个或多个卤素、氰基、硝基、较低的烷基、卤代较低的烷基、较低的烷氧基、卤代较低的烷氧基、COR.sup.2、OCOR.sup.2、CO.sub.2R.sup.2、OR.sup.2、S(O).sub.nR.sup.2、NR.sup.2R.sup.3、N(R.sup.4)COR.sup.5、Ar、Ar-较低的烷基、Het或Het-较低的烷基取代，和/或在相邻碳原子上被较低的烷基二氧代取代；R.sup.2、R.sup.3、R.sup.4和R.sup.5分别独立地代表氢、较低的烷基、Ar、Ar-较低的烷基、Het或Het-较低的烷基取代；或R.sup.2和R.sup.3一起代表--CH.dbd.CH--CH.dbd.CH--或--CH.dbd.N--CH.dbd.CH--的基团；Ar代表芳基，可选择地被一个或多个卤素、较低的烷基、较低的烷氧基或硝基取代；Het代表杂芳基，可选择地被一个或多个卤素、较低的烷基、较低的烷氧基或硝基取代；n代表0、1或2，以及其抑制单纯疱疹病毒胸苷激酶的盐。
• Melamine-formaldehyde resin supported H⁺-catalyzed three-component synthesis of 1,8-dioxo-decahydroacridine derivatives in water and under solvent-free conditions
  作者：Ramin Rezaei、Reza Khalifeh、Maryam Rajabzadeh、Liela Dorosty、Mohammad Mahdi Doroodmand

  DOI：10.1515/hc-2012-0053

  日期：2013.3.1

  Abstract A convenient and practical synthesis of 1,8-dioxo-decahydroacridine derivatives using various aldehydes, 5,5-dimethyl-1,3-cyclohexanedione and thiourea in water, was successfully carried out in the presence of melamine-formaldehyde resin supported H+ (MFRH) as a catalyst. Under solvent-free conditions, rapid and efficient synthesis of 1,8-dioxo-decahydroacridine and N-substituted 1,8-dioxo-decahydroacridine

  摘要 在三聚氰胺-甲醛树脂负载的 H+ 存在下，使用各种醛、5,5-二甲基-1,3-环己二酮和硫脲在水中方便实用地合成了 1,8-二氧十氢吖啶衍生物（ MFRH) 作为催化剂。在无溶剂条件下，以醋酸铵和芳香胺为氮源，也可以快速高效地合成1,8-二氧十氢吖啶和N-取代的1,8-二氧十氢吖啶衍生物。
• Synthesis of dibenzoxanthene and acridine derivatives catalyzed by 1,3-disulfonic acid imidazolium carboxylate ionic liquids
  作者：Arup Kumar Dutta、Pinky Gogoi、Ruli Borah

  DOI：10.1039/c4ra07323a

  日期：——

  1,3-Disulfonic acid imidazolium carboxylate [DSIM][X] (where X = [CH₃COO]⁻, [CCl₃COO]⁻, [CF₃COO]⁻) ILs were synthesized and their catalytic activity examined for the preparation of 14H-dibenzo[a,j]xanthene and 1,8-dioxo-decahydroacridine derivatives under solvent-free conditions and in water at 80–100 °C.

  1,3-二磺酸咪唑酮羧酸盐[DSIM][X]（其中X = [CH₃COO]⁻，[CCl₃COO]⁻，[CF₃COO]⁻）离子液体被合成，并且它们的催化活性被检测，用于在无溶剂条件下和在80-100°C的水中制备14H-二苯并[a,j]黄色素和1,8-二氧化-十氢吖啶衍生物。
• Hollow Fe3O4@DA-SO3H: an efficient and reusable heterogeneous nano-magnetic acid catalyst for synthesis of dihydropyridine and dioxodecahydroacridine derivatives
  作者：Marzie sadat Mirhosseyni、Firouzeh Nemati、Ali Elhampour

  DOI：10.1007/s13738-016-1029-1

  日期：2017.4

  highly stable and efficient super-paramagnetic catalyst, H-Fe3O4@DA-SO3H, involving hollow morphology of Fe3O4 as core and dopamine as shell was prepared through hydrothermal template-free method. It has been used as a new and recoverable catalyst for various one-pot multi-component organic reactions such as synthesis of 1,4-dihydropyridine (1,4-DHP) and 1,8-dioxodecahyroacridine derivatives. The new magnetic

  摘要在这项工作中，首次涉及高度稳定和高效的超顺磁性催化剂H-Fe 3 O 4 @ DA-SO 3 H，涉及中空形态的Fe 3 O 4采用无水热模板法制备了以多巴胺为核，多巴胺为壳的方法。它已被用作新的可回收催化剂，用于各种一锅多组分有机反应，例如合成1,4-二氢吡啶（1,4-DHP）和1,8-二氧杂脱氧代ac啶衍生物。对该新型磁性催化剂进行了不同的分析，包括X射线粉末衍射（XRD），傅里叶变换红外光谱（FT-IR），场发射扫描电子显微镜（FE-SEM），透射电子显微镜（TEM），能量色散X射线光谱（EDX），振动样品磁力计（VSM）和热重分析（TGA）。此外，制备的空心Fe 3 O 4的ρ 壳计算出的微颗粒仅比固态球状Fe 3 O 4轻。常规地，使用外磁体回收催化剂，并且至少在六个连续的运行中重复使用催化剂，而没有明显损失其活性。 图形概要