N-甲基,N-苄基糠胺 | 81404-55-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-甲基,N-苄基糠胺
• 英文名称: N-methyl,N-benzyl furfurylamine
• 英文别名: benzyl-furfuryl-methyl-amine；Benzyl-furfuryl-methyl-amin；Cambridge id 5429930；N-(furan-2-ylmethyl)-N-methyl-1-phenylmethanamine
• CAS: 81404-55-9
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: AIJGUWFOWTUVTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  260.8±20.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  16.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三苯基膦 、 N-甲基,N-苄基糠胺 在 sodium tetrachloropalladate(II) 、 sodium acetate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 21.0h， 以55%的产率得到
  参考文献：
  名称：

  Palladium meditated CPhenyl–H bond activation of 2-furylimines versus tert-2-furylbenzylamines

  摘要：

  The reactions of 2-furylimines 2a-f and Na2PdCl4 in the presence of NaOAc at 8-10 degrees C result in nitrogen-palladium coordinated complexes 3a-f. Reduction of 2d-f with NaBH4 followed by N-methylation leads to the corresponding tert-2-furylbenzylamines 5a-c. Treatment of 5a-c with Na2PdCl4 at the same reaction condition as mentioned above affords palladacycles 6a-c where the Pd atoms connect to the phenyl ring rather than the furyl ring. The fact that 5a-c are more active than 2d-f in C-Phenyl-H bond activation implies that the electron density of C10 or C8 atom in former is higher than those in latter. Compounds 3a-f, 5a-c, 6a-c were identified by elemental analysis, IR and NMR. In addition, the structures of 3b, 3f and 6c were also confirmed by their single crystal X-ray diffractions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.041
• 作为产物：
  描述：

  N-benzyl-1-(furan-2-yl)methanimine 在 sodium tetrahydroborate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 生成 N-甲基,N-苄基糠胺
  参考文献：
  名称：

  Palladium meditated CPhenyl–H bond activation of 2-furylimines versus tert-2-furylbenzylamines

  摘要：

  The reactions of 2-furylimines 2a-f and Na2PdCl4 in the presence of NaOAc at 8-10 degrees C result in nitrogen-palladium coordinated complexes 3a-f. Reduction of 2d-f with NaBH4 followed by N-methylation leads to the corresponding tert-2-furylbenzylamines 5a-c. Treatment of 5a-c with Na2PdCl4 at the same reaction condition as mentioned above affords palladacycles 6a-c where the Pd atoms connect to the phenyl ring rather than the furyl ring. The fact that 5a-c are more active than 2d-f in C-Phenyl-H bond activation implies that the electron density of C10 or C8 atom in former is higher than those in latter. Compounds 3a-f, 5a-c, 6a-c were identified by elemental analysis, IR and NMR. In addition, the structures of 3b, 3f and 6c were also confirmed by their single crystal X-ray diffractions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.041

文献信息

• Reusable Supported Ruthenium Catalysts for the Alkylation of Amines by using Primary Alcohols
  作者：Siah Pei Shan、Tuan Thanh Dang、Abdul Majeed Seayad、Balamurugan Ramalingam

  DOI：10.1002/cctc.201300971

  日期：2014.3

  Efficient and recyclable ruthenium catalysts were synthesized from readily available polystyrene‐ or silica‐supported phosphine ligands. Catalysts bound to the polymer support through an ether linkage showed good to excellent activity towards the N‐alkylation of primary and secondary amines to afford the alkylated products in 62–99 % yield at 120–140 °C. The supported phosphine ligand/ruthenium ratio

  高效，可回收的钌催化剂是由容易获得的聚苯乙烯或二氧化硅负载的膦配体合成的。通过醚键与聚合物载体结合的催化剂对伯胺和仲胺的N烷基化反应表现出良好或优异的活性，在120-140°C时烷基化产物的收率为62-99％。发现负载的膦配体/钌比率对于更高的催化活性和更低的钌浸出至关重要。通过在柱反应器中使用负载型催化剂证明了胺的连续流动N烷基化。通过采用氢借用策略，在140°C下以98％的收率建立了抗帕金森剂Piribedil的合成。
• Simplified preparation of a graphene-co-shelled Ni/NiO@C nano-catalyst and its application in the <i>N</i>-dimethylation synthesis of amines under mild conditions
  作者：Jianguo Liu、Yanpei Song、Xiuzheng Zhuang、Mingyue Zhang、Longlong Ma

  DOI：10.1039/d1gc00981h

  日期：——

  selective synthesis of N-methylated compounds using various functional amines and aldehydes under easy to handle, and industrially applicable conditions. A large number of primary and secondary amines (more than 70 examples) could be converted to the corresponding N,N-dimethylamines with the participation of different functional aldehydes, with an average yield of over 95%. A gram-scale synthesis also demonstrated

  开发地球上资源丰富、可重复使用和无毒的多相催化剂，用于制药行业的生物活性相关化合物合成仍然是一般化学研究的重要目标。N-甲基化化合物作为最重要的生物活性化合物之一，已广泛应用于精细化工和大宗化工行业，用于生产高价值化学品。在此，首次开发了一种环保且简化的石墨烯包覆 Ni/NiO 纳米合金催化剂（Ni/NiO@C）的制备方法，用于高选择性合成N-在易于处理和工业适用条件下使用各种功能性胺和醛的甲基化化合物。大量的伯胺和仲胺（70多个例子）在不同官能醛的参与下可以转化为相应的N，N-二甲胺，平均收率超过95%。与基准测试相比，克级合成也显示出类似的产量。此外，进一步证明该催化剂由于其固有的磁性而易于回收，并可重复使用多达 10 次而不会失去其活性和选择性。此外，首次串联合成了N , N-二甲胺产品在一锅法中，仅使用一种地球丰富的金属催化剂，其活性和选择性分别超过 99% 和 94%，对于所有测
• Multimodal Anion Exchange Matrices
  申请人：GE HEALTHCARE BIO-SCIENCES AB

  公开号：US20150299248A1

  公开（公告）日：2015-10-22

  The invention discloses a separation matrix which comprises a plurality of separation ligands, defined by the formula R 1 -L 1 -N(R 3 )-L 2 -R, immobilized on a support, wherein R 1 is a five- or six-membered, substituted or non-substituted ring structure or a hydroxyethyl or hydroxypropyl group; L 1 is either a methylene group or a covalent bond; R 2 is a five- or six-membered, substituted or non-substituted ring structure; L 2 is either a methylene group or a covalent bond; R 3 is a methyl group; and wherein if R 1 is a hydroxyethyl group and L 1 is a covalent bond, R 2 is a substituted aromatic ring structure or a substituted or non-substituted aliphatic ring structure.

  该发明揭示了一种分离基质，包括多个分离配体，其由公式R1-L1-N(R3)-L2-R所定义，固定在支撑物上，其中R1是一个五元或六元的取代或非取代环结构或一个羟乙基或羟丙基基团；L1是一个亚甲基基团或一个共价键；R2是一个五元或六元的取代或非取代环结构；L2是一个亚甲基基团或一个共价键；R3是一个甲基基团；如果R1是一个羟乙基基团且L1是一个共价键，则R2是一个取代芳香环结构或一个取代或非取代脂环结构。
• Synthetic bioregulators of poly-cis carotenoid biosynthesis
  作者：Stephen M. Poling、Wan-Jean Hsu、Henry Yokoyama

  DOI：10.1016/0031-9422(82)83148-8

  日期：——

  to induce the biosynthesis of poly- cis carotenes in the flavedo of Marsh white seedless grapefruit. The effects of these new bioregulators are the same as that of the previously reported dibenzylamines, but several of the new compounds are more effective and cause the accumulation of up to 162 μg/g dry wt of poly- cis carotenes in the flavedo as compared to the maximum of 74 μg/g dry wt observed previously

  摘要 合成了 17 种新的生物调节剂，并测试了它们在沼泽白无籽葡萄柚果皮中诱导多顺式胡萝卜素生物合成的能力。这些新的生物调节剂的作用与之前报道的二苄胺的作用相同，但有几种新化合物更有效，与相比之下，在 flavedo 中积累了高达 162 μg/g 干重的多顺式胡萝卜素。先前观察到的最大值为 74 μg/g 干重。测试的化合物是取代的N-苄基糠胺、N-苄基、N-甲基糠胺和N-烷基、N-甲基苄胺。它们证明了叔胺和仲胺刺激多顺式胡萝卜素形成的能力。N-(4-溴苄基)糠胺的相互作用，一种更有效的新化合物，
• SUBSTITUTED 1,2,3,4-TETRAHYDROISOQUINOLINE DERIVATIVES FOR THE TREATMENT OF HORMONE-DEPENDENT DISEASES
  申请人：UNIVERSITÉ LAVAL

  公开号：US20160200685A1

  公开（公告）日：2016-07-14

  Provided are compounds of general formula A and A′, wherein X 1 and X 2 are each C, CH or N; R 3 and R 4 are each H, optionally substituted C 1 -C 30 saturated or unsaturated chemical group, or together form an optionally substituted C 5 -C 8 cycle; Z 1 ; Z 2 and Z 3 are each N or CH; V is C═O, C═S or CH 2 ; n is from 1 to 12; W 1 and W 2 are each H, CH 2 , O or S; and R 1 and R 2 are each H, Cr 1 C 6 alkyl, C 1 C 6 aryl, C 1 C 12 alkylaryl, optionally substituted phenyl, C 1 C 6 alkoxy, C 1 C 6 thioalkoxy, F, Cl, Br or I. These compounds inhibit steroid sulfatase (STS), act as selective estrogen receptor modulators (SERMs), increase alkaline phosphatase (ALP) activity, and are useful in the treatment of medical conditions involving hormones such as breast cancer, prostate cancer, endometriosis, osteoporosis, benign prostatic hyperplasia and endometrial cancer.

  提供了一般式为A和A'的化合物，其中X1和X2分别为C、CH或N；R3和R4分别为H、可选取代的C1-C30饱和或不饱和化学基团，或共同形成可选取代的C5-C8环；Z1、Z2和Z3分别为N或CH；V为C═O、C═S或CH2；n为1至12；W1和W2分别为H、CH2、O或S；R1和R2分别为H、Cr1C6烷基、C1C6芳基、C1C12烷基芳基、可选取代的苯基、C1C6烷氧基、C1C6硫代烷氧基、F、Cl、Br或I。这些化合物抑制类固醇磺酸酯酶（STS），作为选择性雌激素受体调节剂（SERMs），增加碱性磷酸酶（ALP）活性，并可用于治疗涉及激素的医疗条件，如乳腺癌、前列腺癌、子宫内膜异位症、骨质疏松症、良性前列腺增生和子宫内膜癌。