9-丁基-1,2,3,4,5,6,7,8-八氢吖啶 | 99922-90-4

• 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
• 中文名称: 9-丁基-1,2,3,4,5,6,7,8-八氢吖啶
• 英文名称: 9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine
• 英文别名: 9-butyl-1,2,3,4,5,6,7,8-octahydroacridine；Acridine, 9-butyl-1,2,3,4,5,6,7,8-octahydro-
• CAS: 99922-90-4
• 化学式: C₁₇H₂₅N
• 分子量: 243.392
• InChiKey: NJADHIXCFFHCMB-UHFFFAOYSA-N

物化性质

• 熔点：
  36-38 °C
• 沸点：
  355.7±11.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-丁基-1,2,3,4,5,6,7,8-八氢吖啶 在 m-chloroperoxybenzoic acid 作用下， 以 二氯甲烷 为溶剂， 以40 g (99%)的产率得到9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine N-oxide
  参考文献：
  名称：

  Cyclic compounds for forming complexes with urea, guanidine and amidine

  摘要：

  一种能够与脲、鸟氨酸或酰胺化合物及其酸盐形成稳定络合物的分子，包括一个杂环环核。

  公开号：

  US05030728A1
• 作为产物：
  描述：

  1-吗啉基-1-环己烯 在 ammonium acetate 作用下， 以 xylene 为溶剂， 反应 7.0h， 生成 9-丁基-1,2,3,4,5,6,7,8-八氢吖啶
  参考文献：
  名称：

  Molecular Architecture. 2.¹ Synthesis and Metal Complexation of Heptacyclic Terpyridyl Molecular Clefts

  摘要：

  Methods are described for the synthesis of a series of functionalized derivatives of 9-butyl-1,2,3,4,5,6,7,8-octahydroacridine (9), a building block for several types of highly preorganized host compounds. A key intermediate is 5-benzylidene-9-butyl-2,3,5,6,7,8-hexahydroacridin-4(1H)-one (23), which can also be used in the syntheses of torands and hydrogen-bonding hexagonal lattice receptors. A tridentate cleft (20), consisting of 2,2';6',2 "-terpyridine imbedded in a heptacyclic framework, and a corresponding pentadentate diketone (6) were synthesized from 9 in five and seven steps, respectively. The picrate extraction method was used to estimate the solution stabilities of alkali metal complexes of heptacyclic terpyridyls 6 and 20, which was also compared with a flexible terpyridyl (37). Alkali metal complexes of both heptacyclic terpyridyls showed relatively high K-s values, but low size selectivity. Pentadentate host 6 binds Na+ and K+ more strongly than do most hexadentate crown ethers; flexible tridentate analogue 37 failed to extract alkali metal picrates into chloroform. The complexation abilities of 6 and 20 are attributed to enforced orientation of functional group dipoles toward the center of the molecular cleft. Sodium and potassium picrate complexes of pentadentate cleft 6 were synthesized (1:1 stoichiometry), and a 2:1 complex of calcium triflate (6(2) . Ca(CF3SO3)(2)) was also prepared.

  DOI：

  10.1021/jo9720041

文献信息

• Selective synthesis of octahydroacridines and diannelated pyridines over zinc-containing mesoporous aluminosilicate molecular sieve catalysts
  作者：Manickam Selvaraj、Mohammed A. Assiri

  DOI：10.1039/c9dt01196j

  日期：——

  the highly selective synthesis of 1,2,3,4,5,6,7,8-octahydroacridine (OHA) by the vapour phase aminocyclization of cyclohexanone (CyO) with a mixture of formaldehyde (HCHO) and ammonia (NH3) over mesoporous bimetallic ZnAlMCM-41 (ZnAl-41) molecular sieves as efficient catalysts, which were synthesised by a simple basic hydrothermal method. To find optimum parameters for the synthesis of OHA, different

  我们展示了一种非常环保的单步催化方法，可通过环己酮（Cy O）的气相氨基环化来高度选择性地合成1,2,3,4,5,6,7,8-八氢ac啶（OHA ）以简单的碱性水热法合成了介孔双金属ZnAlMCM-41（ZnAl-41）分子筛上的甲醛（HCHO）和氨（NH 3）混合物作为有效催化剂。为了找到合成OHA的最佳参数，需要使用不同的反应参数，例如温度，生产时间（TOS），重时空速（WHSV）以及Cy O：HCHO：NH 3的进料摩尔比。，已被广泛研究。用过的ZnAl-41催化剂经过洗涤和煅烧处理，以回收可循环利用的催化剂，然后将其重新用于这些反应中以研究其催化能力。为了选择性地合成多种吡啶化合物，具有不同反应参数的活性介孔催化剂ZnAl-41（75）和可循环利用的ZnAl-41（75）被广泛用于具有不同醛和环酮的气相氨基环化反应中。 ，并产生出色的产品选择性，例如，9-烷基取代的八氢s啶（9-A
• Template-Free Synthesis of a Macrocyclic Bis(pyridine-dienamine) Proligand and Metal Complexes of Its Bis(pyridine-diimine) and Bis(pyridine-dienamido) Forms
  作者：Erik D. Reinhart、Richard F. Jordan

  DOI：10.1021/acs.inorgchem.9b02539

  日期：2019.11.18

  template-free synthesis of 2′ enables facile access to a wide array of bis-PDI and bis(pyridine-dienamido) (bis-PDE) metal complexes. Five-coordinate binuclear bis-PDI (2)M2Cl4 complexes 2 = [4,5-(m-xylylenediamine)N═C(9-butyl-octahydroacridine)]2; M = Zn, Co, or Fe} and a four-coordinate bis-PDI [(2)Pd2Br2][B(3,5-(CF3)2-Ph)4]2 complex were synthesized and characterized. (2)Zn2Cl4 undergoes macrocyclic ring

  我们描述了双（吡啶-二胺）配体[4,5-（间苯二甲胺）NH-C═（CH）（9-丁基-八氢ac啶）] 2（2'）的无模板合成使用八氢ac啶作为配体主链，研究了Burrows的大环双（吡啶-二亚胺）（bis-PDI）配体[2,6-（间苯二甲撑二胺）N═C（py）] 2（A）。八氢ac啶骨架通过将PDI单元约束在（s- cis）2构象中而有利于大环化。2'的无模板合成使得可以轻松访问各种各样的bis-PDI和bis（吡啶-二酰胺基）（bis-PDE）金属络合物。五坐标双核bis-PDI（2）M 2 Cl 4络合物 2＝ [4，5-（间苯二甲撑二胺）N═C（9-丁基-八氢ac啶）] 2；合成并表征了M ＝ Zn，Co或Fe}和四配位的双-PDI [（2）Pd 2 Br 2 ] [B（3,5-（CF 3）2 -Ph）4 ] 2配合物。（2）的Zn 2氯4所经受大环环上的核磁共振反转（NMR）的时间尺度与自由能屏障Δ
• Cyclic compounds for forming complexes with urea, guanidine and amidine
  申请人：The Research Foundation of State University of New York

  公开号：US05283333A1

  公开（公告）日：1994-02-01

  A chromophoric molecule capable of forming stable complexes with urea, guanidine or amidine compounds and the acid addition salts thereof which comprises a nucleous of heterocyclic rings.

  一种具有色团分子的能够与脲、胍或酰胺化合物及其酸加成盐形成稳定络合物的分子，其包括杂环环的核心。
• Synthesis of annelated pyridines from 1,5-diketone equivalents using cupric acetate and ammonium acetate
  作者：Thomas W. Bell、Scott D. Rothenberger

  DOI：10.1016/s0040-4039(00)96633-4

  日期：1987.1

  Cupric acetate serves as a mild oxidant in the efficient synthesis of 1,2,3,4,5,6,7,8-octahydroacridines 2 and 7 from a 1,5-diketone (6) a ketoalcohol (1) or a 4H-pyran (5) using ammonium acetate in acetic acid.

  乙酸铜在从1,5-二酮（6），酮醇（1）或4H有效合成1,2,3,4,5,6,7,8-八氢ac啶2和7中用作弱氧化剂用乙酸铵的乙酸溶液制得-吡喃（5）。
• 9-n-BUTYL-1,2,3,4,5,6,7,8-OCTAHYDROACRIDIN-4-OL
  作者：Bell, Thomas W.、Cho, Young-Moon、Firestone, Albert、Healy, Karin、Liu, Jia、Ludwig, Richard、Rothenberger, Scott D.

  DOI：10.15227/orgsyn.069.0226

  日期：——