3-Allylamino-butyronitrile | 76201-87-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-Allylamino-butyronitrile
• 英文别名: 3-(Prop-2-enylamino)butanenitrile
• CAS: 76201-87-1
• 化学式: C₇H₁₂N₂
• 分子量: 124.186
• InChiKey: CKGSMUDJUXDIJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Allylamino-butyronitrile 在 硫酸 作用下， 生成 3-(Allyl-formyl-amino)-butyric acid
  参考文献：
  名称：

  通过分子内添加由β-烯丙基氨基链烷酸酯生成的Kolbe自由基来制备吡咯烷

  摘要：

  通过β-烯丙基链烷酸酯5的分子内Kolbe电解获得3-烷基取代的吡咯烷7，该自由基在分子内加成并与辅酸的自由基混合偶联。

  DOI：

  10.1016/0040-4039(88)85212-2
• 作为产物：
  描述：

  丙烯胺 、 反式-巴豆腈(含有约20的顺式同分异构体) 以75%的产率得到
  参考文献：
  名称：

  BECKING, L.;SCHAFER, H. J., TETRAHEDRON LETT., 29,(1988) N 23, 2797-2800

  摘要：

  DOI：

文献信息

• Cyanoalkylamino-amido benzophenones
  申请人：Cassella Farbwerke Mainkur Akt

  公开号：US03950383A1

  公开（公告）日：1976-04-13

  The present invention relates to pharmacologically valuable new benzophenone derivatives having a pronounced sedative action on the central nervous system and some of which also possess muscle-relaxing and aggression-inhibiting properties. These new derivatives have the structural formula ##SPC1## And their addition salts, in which R.sub.1 and R.sub.2 are substituents selected from the group consisting of hydrogen, alkyl having 1-5 carbon atoms, alkenyl having 2 to 4 carbon atoms, alkinyl having 2 to 4 carbon atoms or .beta.-bromoallyl (--CH.sub.2 --CBr = CH.sub.2) ; R.sub.3 is --CN; n is an integer selected from 1 and 2; and m is an integer selected from 1, 2 and 3, wherein the rings A and B may be substituted, ring A being substituted preferably with a halogen such as chlorine or with nitro, trifluoromethyl, methyl, methoxy or methylmercapto, preferably in the 5 position, and ring B being preferably substituted in the 2' position with chlorine or fluorine. The radical R.sub.1 preferably signify hydrogen or a methyl, ethyl or propargyl group, the radicals for R.sub.2 preferably signify hydrogen or a methyl, allyl or an n-butyl group. C compounds represented by the above structural formula may be produced by reacting a compound represented by the formula ##SPC2## With a compound having the formula Y -- C.sub.m H.sub.2m -- R.sub.3, one of X and Y signifying the substituent R.sub.2 -- NH -- and the other signifying a halogen atom, preferably a bromine or chlorine atom, so as to form the above specified benzophenone derivative with the elimination of H -- Hal, R.sub.1, R.sub.2, R.sub.3, n and m being as defined above, and the rings A and B being optionally substituted as discussed above. The hydrogen halide which is eliminated is advantageously bound by the addition of an acid-binding agent, as for example, a molar excess of the amine used in the reaction or, for example, triethylamine, dimethylaniline, potassium or sodium carbonate or sodium bicarbonate. The reaction is carried out in a suitable solvent, preferably at an elevated temperature, typically the reflux temperature of the solvent used.

  本发明涉及具有明显镇静作用于中枢神经系统的药理学上有价值的新苯酮衍生物，其中一些还具有肌肉松弛和抑制攻击性质。这些新衍生物具有结构式##SPC1##及其加合盐，其中R.sub.1和R.sub.2是从氢，具有1-5个碳原子的烷基，具有2到4个碳原子的烯基，具有2到4个碳原子的炔基或.beta.-溴丙烯基（--CH.sub.2 --CBr = CH.sub.2）中选择的取代基；R.sub.3是--CN；n是选自1和2的整数；m是选自1、2和3的整数，其中环A和环B可以被取代，环A取代物最好是氯或硝基，三氟甲基，甲基，甲氧基或甲硫基，最好在5位，环B最好在2'位取代氯或氟。基团R.sub.1最好表示氢或甲基，乙基或丙炔基，基团R.sub.2最好表示氢或甲基，烯丙基或正丁基。上述结构式所代表的C化合物可以通过将由下式表示的化合物与具有下式Y -- C.sub.m H.sub.2m -- R.sub.3的化合物反应来制备，其中X和Y中的一个表示取代基R.sub.2 -- NH --，另一个表示卤原子，最好是溴或氯原子，以形成上述指定的苯酮衍生物，消除H -- Hal，R.sub.1，R.sub.2，R.sub.3，n和m如上所定义，环A和环B如上所述可能被取代。消除的氢卤酸可通过添加酸结合剂结合，例如，在反应中使用的胺的过量摩尔量，例如三乙胺，二甲苯胺，碳酸钾或碳酸钠。反应在适当的溶剂中进行，最好在升高的温度下进行，通常是所用溶剂的回流温度。
• Benzophenone derivatives and process for their production II
  申请人：CASSELLA AKTIENGESELLSCHAFT

  公开号：US03928415A1

  公开（公告）日：1975-12-23

  The present invention relates to a pharmacologically valuable new benzophenone derivatives having a pronounced sedative action on the central nervous system and some of which also possess muscle-relaxing and aggression-inhibiting properties. These new derivatives have the structural formula R2R2 N-CO-CnH2n-N-CmH2m-R3 and their acid addition salts, in which R1 and R2 are substituents selected from the group consisting of hydrogen, saturated and unsaturated alkyl groups having 1-4 carbon atoms; R3 is a substituent selected from the group consisting of -CN, -CONH2, -COOCH3, -COOC2H5, -COOH, and -COOMe, where Me is a metallic cation; n is an integer selected from 1 and 2; and m is an integer selected from 1,2, and 3, and wherein the rings A and B may be substituted, ring A being substituted preferably with a halogen such as chlorine or with nitro, trifluoromethyl, methyl, methoxy or methylmercapto, preferably in the 5 position, and ring B being preferably substituted in the 2' position with chlorine or fluorine. The radicals R1 and R2 preferably signify hydrogen or a methyl group, or a n-butyl group in the case of Ring B.

  这项发明涉及一种具有显著镇静作用的药理学有价值的新苯甲酮衍生物，对中枢神经系统具有明显的镇静作用，其中一些还具有肌肉松弛和抑制攻击性的特性。这些新衍生物具有结构式R2R2 N-CO-CnH2n-N-CmH2m-R3及其酸盐，其中R1和R2是从氢、饱和和不饱和的烷基基团中选择的取代基；R3是从-CN、-CONH2、-COOCH3、-COOC2H5、-COOH和-COOMe组成的基团中选择的取代基，其中Me是金属阳离子；n是从1和2中选择的整数；m是从1、2和3中选择的整数，环A和环B可能被取代，环A优选在5位取代，取代基为氯或硝基、三氟甲基、甲基、甲氧基或甲硫基，环B优选在2'位取代为氯或氟。基团R1和R2优选表示氢或甲基，或在环B的情况下表示正丁基基团。
• BECKING, L.;SCHAFER, H. J., TETRAHEDRON LETT., 29,(1988) N 23, 2797-2800
  作者：BECKING, L.、SCHAFER, H. J.

  DOI：——

  日期：——
• Pyrrolidines by intramolecular addition of Kolbe radicals generated from β-allylaminoalkanoates
  作者：L. Becking、H.J. Schäfer

  DOI：10.1016/0040-4039(88)85212-2

  日期：1988.1

  3-Alkyl-substituted pyrrolidines 7 are obtained by Kolbe electrolysis of β-allylarainoalkanoates 5, intramolecular addition of the radical and mixed coupling with the radical of a coacid.

  通过β-烯丙基链烷酸酯5的分子内Kolbe电解获得3-烷基取代的吡咯烷7，该自由基在分子内加成并与辅酸的自由基混合偶联。