4-二甲基氨基苄肼 | 90768-35-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-二甲基氨基苄肼
• 英文名称: 4-(dimethylamino)benzylhydrazine
• 英文别名: 4-hydrazinomethyl-N,N-dimethyl-aniline；4-dimethylaminobenzylhydrazine；4-Dimethylaminobenzylhydrazin；4-(hydrazinylmethyl)-N,N-dimethylaniline
• CAS: 90768-35-7
• 化学式: C₉H₁₅N₃
• 分子量: 165.238
• InChiKey: AURBWYWWBBUBRC-UHFFFAOYSA-N

物化性质

• 熔点：
  0.1 °C
• 沸点：
  138-141 °C(Press: 2 Torr)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-二甲基氨基苄肼 在 亚硝酸丁酯 、 sodium ethanolate 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 16.0h， 生成 sodium (E)-(4-(dimethylamino)phenyl)methanediazoate
  参考文献：
  名称：

  Mechanisms of Benzyl Group Transfer in the Decay of (E)-Arylmethanediazoates and Aryldiazomethanes in Aqueous Solutions

  摘要：

  Rate constants are reported for the buffer-independent decay of ten (E)-arylmethanediazontes in aqueous media at 25 degrees C, ionic strength 1 M (NaClO4), 4% 2-propanol, in the region of pH 4-12. The rate constants are proportional to hydrogen ion concentration at high pH and become pH independent in the low-pH region. Varying concentrations of oxyanion, amine, and hydrazine buffers over the range 0.05-0.2 M increased the pseudo-first-order rate constant for decay of the diazoates by less than 10%. The azide-water selectivities, k(2)/k(5), for partitioning of the benzyl groups in the decay of (E)-(3,5-bis(trifluoromethyl)phenyl)methanediazonate and the (3,5-bis(trifluoromethyl)phenyl)diazomethane are determined to be 0.20 and 0.21 M(-1), respectively, in phosphate buffered water and 0.27 and 0.26 M(-1), respectively, in 20/80 DMSO-water. It is concluded that these two reactants decompose, in these media, via a common free diazonium ion intermediate that is formed in the case of the diazoate upon unassisted N-O bond cleavage of the diazoic acid. A common rate-limiting step is indicated for all the diazoates by the correlation line for the plot of log k(1), the pH independent rate constant, against sigma that has a slope rho = -1.23. Product ratios for trapping of benzyl groups derived from other pairs of arylmethanediazoates and aryldiazomethanes with less electron withdrawing groups are different outside experimental error, indicating the importance of different nitrogen-separated ion pairs in these reactions. The (E)-(p-methoxy)phenyl)methane-(16)-diazoat decomposes in O-16/O-18 water to give alcohol that has an ''excess'' abundance of O-16 compared to solvent, Decomposition of the same compound in 50/50 trifluoroethanol-water with varying concentrations of azide indicates that azide ion appears to trap a limiting amount, similar to 80%, of the p-methoxybenzyl group. Quantitative analysis of the data indicates that 16% of the p-methoxybenzyl cation is trapped by solvent at the nitrogen-separated ion pair stage, in the absence of azide ion, There is a 9-fold enhancement of selectivity for trifluoroethanol at the ion pair stage that is ascribed to a proton switch initiated by the leaving hydroxide ion in the ion pair. The values of k(2)/k(5) similar to 0.2 M(-1) and k(T)/k(H) similar to 0.5-0.6 for the trifluoroethanol-water selectivity and k(ET)/k(T) similar to 1 for the ethanol-trifluoroethanol selectivity are independent of substituent in the decay of arylmethanediazoates (X = H and EWG) in water, water-trifluoroethanol (50/50), and water-trifluoroethanol-ethanol (50/40/10), respectively. It is concluded from this that the product-determining steps do not involve chemical bonding but rather rotational/translational reorientation of the nucleophiles in the first solvation sphere of the carbocation intermediates. It is concluded that the values of k(H)/k(T) = 0.5-0.6 indicate preferential solvation of the cation precursor by trifluoroethanol. It is shown that a preferential interaction for trifluoroethanol of <1 kcal/mol is required to generate the observed selectivities.

  DOI：

  10.1021/ja00120a004

文献信息

• Monosubstituted dithiooxamide compounds and their use
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0434213A1

  公开（公告）日：1991-06-26

  An N-(monosubstituted)dithiooxamide compound of the formula: wherein R3 comprises: (a) an alkyl or aralkyl group having 11 or more carbon atoms; or (b) a group of the structure -R4-Y-R5 wherein: (i) when Y is a functional group selected from the group consisting of -N(R6)C(O)-, -C(O)N-(R6)-, -N(RG)-, -N(RG)C(0)0-, -OC(O)N(R6)-, and -N(R6)C(O)N(R7), wherein R6 and R7 are independently hydrogen, or an alkyl or aralkyl group having 1 to 12 carbon atoms: R4 is a divalent alkyl or divalent aralkyl group having 1 to 12 carbon atoms; R5 is hydrogen, or an alkyl or aralkyl group having 1 to 20 carbon atoms; and, the total number of carbon atoms in R4 plus R5 is at least 7; or (ii) when Y is a functional group selected from the group consisting of -OC(O)-, -C(O)O-, and -OC(O)O-: R4 is a divalent alkyl or divalent aralkyl group having 1 to 12 carbon atoms; R5 is hydrogen, or an alkyl or aralkyl group having 1 to 20 carbon atoms; and, the total number of carbon atoms in R4 plus R5 is at least 9. Preferred materials are those for which when the monosubstituent dithiooxamide is complexed with a transition metal cation, the resulting polymer is substantially a dark, i.e., blue or blue-black color. Carbonless paper constructions involving use of N-(monosubstituted)dithiooxamides to advantage are described.

  一种 N-(单取代)二硫代草酰氨化合物，其式如下 其中 R3 包括 (a) 具有 11 个或更多碳原子的烷基或芳烷基；或 (b) 结构为 -R4-Y-R5 的基团，其中(i) 当 Y 是选自以下组别的官能团时：-N(R6)C(O)-、-C(O)N-(R6)-、-N(RG)-、-N(RG)C(0)0-、-OC(O)N(R6)- 和-N(R6)C(O)N(R7)，其中 R6 和 R7 独立地是氢、或具有 1 至 12 个碳原子的烷基或芳烷基：R4 是具有 1 至 12 个碳原子的二价烷基或二价芳烷基；R5 是氢、或具有 1 至 20 个碳原子的烷基或芳烷基；且 R4 加 R5 中的碳原子总数至少为 7；或 (ii) 当 Y 是选自-OC(O)-、-C(O)O-和-OC(O)O-的官能团时：R4 是具有 1 至 12 个碳原子的二价烷基或二价芳烷基；R5 是氢或具有 1 至 20 个碳原子的烷基或芳烷基；且 R4 加 R5 中的碳原子总数至少为 9。 当单取代基二硫代草酰氨与过渡金属阳离子络合时，得到的聚合物基本上呈深色，即蓝色或蓝黑色，这种材料是首选材料。本文介绍了使用 N-（单取代）二硫代恶酰胺的无碳纸结构。
• Preparation of monosubstituted dithiooxamide compounds
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0431783A1

  公开（公告）日：1991-06-12

  This invention relates to the synthesis of N-­(monosubstituted)dithiooxamides by the transamination of dithiooxamide. Preferred methods, according to the present invention, take advantage of the discovery that yields of N-(monosubstituted)dithiooxamides can be improved in the Wallach Reaction by: controlling the temperature of the reaction mixture; optimizing the initial concentration of the reactants; adding an effective amount of acid in the quenching or processing procedure; and/or, optionally, adding an effective amount of certain nitrogen bases to the reaction mixture.

  本发明涉及通过二硫代草酰氨的反式合成 N-(单取代)二硫代草酰氨。根据本发明，优选的方法利用了以下发现：通过控制反应混合物的温度；优化反应物的初始浓度；在淬火或处理过程中加入有效量的酸；和/或，选择性地在反应混合物中加入有效量的某些氮碱，可以提高瓦拉几反应中 N-（单取代）二硫代恶酰胺的产量。
• Pyrazolo-quinazoline derivatives, process for their preparation and their use as kinase inhibitors
  申请人：Nerviano Medical Sciences S.R.L.

  公开号：US10280176B2

  公开（公告）日：2019-05-07

  Pyrazolo-quinazoline derivatives of formula (Ia) or (Ib) as defined in the specification, and pharmaceutically acceptable salts thereof, process for their preparation and pharmaceutical compositions comprising them are disclosed; the compounds of the invention may be useful, in therapy, in the treatment of diseases associated with a disregulated protein kinase activity, like cancer.

  本发明公开了说明书中定义的式(Ia)或(Ib)的吡唑-喹唑啉衍生物及其药学上可接受的盐、其制备工艺和包含它们的药物组合物；本发明的化合物在治疗中可用于治疗与蛋白激酶活性紊乱有关的疾病，如癌症。
• Use of substituted oxadiazoles for combating phytopathogenic fungi
  申请人：BASF SE

  公开号：US10442777B2

  公开（公告）日：2019-10-15

  The present invention relates to the use of novel oxadiazoles of the formula I or an N-oxide and/or their agriculturally useful salts for controlling phytopathogenic fungi, or to a method for combating phytopathogenic harmful fungi, which process comprises treating the fungi or the materials, plants, the soil or seeds to be protected against fungal attack, with an effective amount of at least one compound of formula I or an N-oxide or an agriculturally acceptable salt thereof; and to agrochemical compositions comprising at least one such compound and to agrochemical compositions further comprising seeds.

  本发明涉及式 I 的新型噁二唑或其 N-氧化物和/或其农业上有用的盐在控制植物病原真菌方面的用途，或涉及一种防治植物病原有害真菌的方法，该方法包括用有效量的至少一种式 I 的化合物或其 N-氧化物或其农业上可接受的盐处理真菌或待保护的材料、植物、土壤或种子，使其免受真菌侵袭；以及包含至少一种此类化合物的农用化学品组合物和进一步包含种子的农用化学品组合物。
• Monoamine Oxidase Inhibitors. III. Structural Variations in 1-Alkyl and 1-Aralkyl-1(or 2)-acylhydrazines
  作者：Thomas S. Gardner、Edward. Wenis、John. Lee

  DOI：10.1021/jm01238a010

  日期：1962.5.1