N-(Acetoxy)anilin | 71825-04-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(Acetoxy)anilin
• 英文别名: N-acetoxyaniline；Acetoxyanilin；Benzenamine, N-(acetyloxy)-；anilino acetate
• CAS: 71825-04-2
• 化学式: C₈H₉NO₂
• 分子量: 151.165
• InChiKey: BJKZXRGDVGYJTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(Acetoxy)anilin 以25%的产率得到
  参考文献：
  名称：

  MEIER, CHRIS;BOCHE, GERNOT, TETRAHEDRON LETT., 31,(1990) N2, C. 1685-1688

  摘要：

  DOI：
• 作为产物：
  描述：

  Trifluoro-methanesulfonate2-[1-hydroxy-1-(N-phenyl-aminooxy)-ethyl]-3,4-dimethyl-thiazol-3-ium; 在 三乙烯二胺 作用下， 生成 N-(Acetoxy)anilin
  参考文献：
  名称：

  2-Acyl thiazolium salts as selective agents for the O-acylation of aromatic hydroxylamines

  摘要：

  2-酰基-3,4-二甲基噻唑鎓三氟甲磺酸盐以具有重要生物学意义的2-酰基硫胺素衍生物为模型，在中性介质中与N-芳基羟胺的氧原子发生反应，生成四面体中间体，在弱碱性条件下，该中间体会分解为O-酰基衍生物。

  DOI：

  10.1039/c39910001127

文献信息

• A nanostarch functionalized ionic liquid containing imidazolium cation and cobalt chelate anion for the synthesis of carbamates from amines and dimethyl carbonate
  作者：Subodh Kumar、Suman L. Jain

  DOI：10.1039/c3dt52127c

  日期：——

  A new nanostarch functionalized ionic liquid containing imidazolium cation and cobalt chelate anion was synthesized and tested for the one pot synthesis of carbamates by the reaction of amines and dimethyl carbonate (DMC), affording excellent yield of the products under solvent free mild reaction conditions. The synthesized ionic liquid was easily recovered and reused several times without any loss

  合成了一种新的含咪唑鎓阳离子和钴螯合阴离子的纳米淀粉功能化离子液体，并通过胺与碳酸二甲酯（DMC）的反应进行了一次锅法合成氨基甲酸酯的试验，在无溶剂温和的反应条件下提供了优异的收率。合成的离子液体易于回收并重复使用数次，而催化效率没有任何损失。
• Reduction of nitrosobenzene by 2-(α-hydroxyethyl)-3,4-dimethylthiazolium Salts
  作者：Luisa M. Ferreira、Humberto T. Chaves、Ana M. Lobo、Sundaresan Prabhakar、Henry S. Rzepa

  DOI：10.1039/c39930000133

  日期：——

  Nitrosobenzene in a basic medium is reduced by 2-(α-hydroxyethyl)- or 2-(α-hydroxybenzyl)-3,4-dimethylthiazolium trifluoromethanesulfonate to yield the intermediate hydroxylamine and 2-acyl-3,4-dimethylthiazolium trifluoromethanesulfonate, with acylation of the former by the latter giving the final products.

  亚硝基苯在碱性介质中被 2-(δ-羟乙基)-或 2-(δ-羟苄基)-3,4-二甲基噻唑三氟甲磺酸酯还原，生成中间产物羟胺和 2-酰基-3,4-二甲基噻唑三氟甲磺酸酯，前者被后者酰化后得到最终产物。
• METHODS OF MAKING STABLE AND THERMALLY POLYMERIZABLE VINYL, AMINO OR OLIGOMERIC PHENOXY BENZOCYCLOBUTENE MONOMERS WITH IMPROVED CURING KINETICS
  申请人：Rohm and Haas Electronic Materials LLC

  公开号：US20190169327A1

  公开（公告）日：2019-06-06

  The present invention provides methods of making low energy polymerizable monomers and resins for use in making dielectric materials. The methods comprise deprotecting or deacylating an organic alkali cleavable protecting group containing addition polymerizable, amine containing aromatic monomer or oligoaromatic phenol resin containing an organic alkali cleavable protecting group, such as a C 2 to C 9 alkanoyl group, preferably, an acyl group, by hydrolyzing to remove the protecting group in organic alkali in a polar solvent containing an excess of alkali C 1 to C 7 alkoxide and form a hydroxyl functional monomer or resin, followed by; reacting via nucleophilic substitution the resulting hydroxyl functional monomer or resin with an alpha-halide (α-halide) or strong acid conjugate leaving group containing arylcyclobutene compound in a polar solvent, to yield a product an arylcyclobutene-containing addition polymerizable or amine containing aromatic monomer or oligoaromatic phenol resin having an ether linkage from the cyclobutene ring to an aromatic group of the addition polymerizable aromatic monomer, aromatic amine or oligoaromatic phenol.

  本发明提供了制备低能量聚合单体和树脂的方法，用于制造介电材料。该方法包括去保护有机碱可解除保护基，其中包含加成聚合、胺含量芳香单体或寡聚芳香酚树脂，该保护基是有机碱可解除的保护基，例如C2至C9烷酰基，优选为酰基，通过在含有过量碱C1至C7醇酸盐的极性溶剂中水解去除保护基，形成羟基官能单体或树脂，然后通过亲核取代反应，在极性溶剂中与含有芳基环丁烯化合物的α-卤代物或强酸共轭离去基反应，得到含有芳基环丁烯的加成聚合或胺含量芳香单体或寡聚芳香酚树脂产物，其环丁烯环上有一个醚键，连接到加成聚合芳香单体、芳香胺或寡聚芳香酚的芳香基上。
• Identification of New DNA Adducts of Phenylnitrenium
  作者：Antonín Králík、Igor Linhart、Lubomír Váňa、Alena Moulisová

  DOI：10.1021/acs.chemrestox.5b00120

  日期：2015.6.15

  Phenylnitrenium ion (PhNH+) may bind to nucleophiles through nitrogen as well as through C2 or C4 carbons. However, only adducts of the former type have been hitherto reported after its reaction with purine nucleosides. In this study, reactions of N-acetoxyaniline (PhNHOAc), a precursor to PhNH+, with 2′-deoxyadenosine (dA), 2′-deoxyguanosine (dG), and with DNA in vitro at physiological conditions are described. The reaction of PhNHOAc with dA followed by a hydrolytic deribosylation afforded 8-phenylaminoadenine (C8-PhNHA) together with a smaller amount of N6-(4-aminophenyl)adenine (N6-4APA). A similar reaction with dG afforded 8-phenylaminoguanine (C8-PhNHG) together with traces of 7-(4-aminophenyl)guanine (N7-4APG). The same adducts were found also in the DNA treated with PhNHOAc, and all of them were identified by comparison of their HPLC retention times and MS2 spectra with a set of synthesized authentic adenine adducts at C2, C8, N7, and N6 positions and guanine adducts at C8, N7, and N2 positions. The newly identified minor adduct, N7-4APG, represents the first proof of arylnitrenium adduction at the N7 position of dG, which is the prominent site of attack by most C-electrophiles.

  苯基腈离子（PhNH+）可通过氮以及 C2 或 C4 碳与亲核物结合。然而，迄今为止，只有前一种类型的加合物在与嘌呤核苷反应后被报道过。本研究描述了 PhNH+ 的前体 N-乙酰氧基苯胺（PhNHOAc）与 2′-脱氧腺苷（dA）、2′-脱氧鸟苷（dG）以及 DNA 在体外生理条件下的反应。PhNHOAc 与 dA 反应后进行水解去核糖基化，可得到 8-苯基氨基腺嘌呤（C8-PhNHA）和少量 N6-（4-氨基苯基）腺嘌呤（N6-4APA）。与 dG 的类似反应产生了 8-苯氨基鸟嘌呤（C8-PhNHG）以及微量的 7-（4-氨基苯基）鸟嘌呤（N7-4APG）。通过比较其 HPLC 保留时间和 MS2 光谱与一组合成的真实腺嘌呤加合物（C2、C8、N7 和 N6 位置）和鸟嘌呤加合物（C8、N7 和 N2 位置），可以鉴定出所有这些加合物。新发现的次要加合物 N7-4APG 首次证明了芳基腈在 dG 的 N7 位上的加成作用，而 N7 位是大多数 C-亲电体的主要攻击位点。
• Amine organocatalysts for highly <i>ortho</i>-selective chlorination of anilines with sulfuryl chloride
  作者：Xinzhe Wang、Zhihuang Chen、Qingqing Liu、Wenqing Lin、Xiaodong Xiong

  DOI：10.1039/d2cc05320a

  日期：——

  A metal catalyst free approach for regioselective ortho-chlorination of anilines has been developed using a secondary amine as the organocatalyst and sulfuryl chloride as the halogen source under mild conditions. A wide range of substrates were compatible with this catalytic system. In addition, this catalytic protocol has been applied to the efficient synthesis of bioactive compounds and modification

  使用仲胺作为有机催化剂和硫酰氯作为卤素源，在温和条件下开发了一种用于苯胺区域选择性邻氯化的无金属催化剂方法。多种底物与该催化系统相容。此外，该催化方案已应用于生物活性化合物的高效合成和药物衍生物的修饰。进一步的研究表明阴离子三氯化物是邻位选择性的原因。