2-pyridylhydroxamoyl chloride hydrochloride | 39977-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-pyridylhydroxamoyl chloride hydrochloride
• 英文别名: pyridine-2-hydroximoyl chloride hydrochloride；N-hydroxypyridine-2-carboximidoyl chloride hydrochloride；2-[chloro(hydroximino)methyl]pyridinium chloride；Picolinoyl chloride oxime hydrochloride；N-hydroxypyridine-2-carboximidoyl chloride;hydrochloride
• CAS: 39977-58-7
• 化学式: C₆H₅ClN₂O*ClH
• 分子量: 193.032
• InChiKey: PXCSWYALZDPUCF-UHFFFAOYSA-N

物化性质

• 熔点：
  145-150 °C(Solv: ethanol (64-17-5))

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-pyridylhydroxamoyl chloride hydrochloride 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 生成 2-pyridinecarbonitrile oxide dimer
  参考文献：
  名称：

  Paul,R.; Tchelitcheff,S., Bulletin de la Societe Chimique de France, 1962, p. 2216 - 2221

  摘要：

  DOI：
• 作为产物：
  描述：

  2-吡啶甲醛肟 在 氯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以93%的产率得到2-pyridylhydroxamoyl chloride hydrochloride
  参考文献：
  名称：

  5-Substituted pyridylisoxazoles as effective inhibitors of platelet aggregation

  摘要：

  一系列5位取代的3-吡啶基异恶唑被合成，通过使用氰氧基与炔烃的[3+2]环加成反应变化异恶唑环的5位取代基，无需额外的合成阶段，并保留了异恶唑环3位的2-吡啶基、3-吡啶基和4-吡啶基取代基。取代的吡啶基异恶唑是一类潜在的抗聚集药物，体外活性浓度范围为1•10−6 mol L−1至1•10−4 mol L−1，对以花生四烯酸作为聚集诱导剂的人富血小板血浆有效。这些化合物不作为环氧合酶或血栓素合成酶的抑制剂，也不是凝血酶的抑制剂。

  DOI：

  10.1007/s11172-014-0707-3

文献信息

• Synthesis of 1,3-benzothiazol-2(3H)-one and some its derivatives
  作者：A. V. Velikorodov、A. K. Kuanchalieva、E. A. Melent’eva、O. L. Titova

  DOI：10.1134/s107042801109020x

  日期：2011.9

  2-aminobenzenethiol with methyl chloroformate in pyridine gave dimethyl 2,2′-disulfanediylbis(2,1-phenylene)dicarbamate instead of expected methyl 2-suylfanylphenylcarbamate. Heating of the product with zinc dust in glacial acetic acid led to the formation of 1,3-benzothiazol-2(3H)-one. Alkylation of the latter with 1,2-dibromoethane and allyl bromide, as well as acylation with chloroacetyl chloride, afforded

  将2-氨基苯硫醇与氯甲酸甲酯在吡啶中酰化，得到2,2'-二硫代二烷基双（2,1-亚苯基）二氨基甲酸酯二甲基酯，而不是预期的2-磺酰基芳基苯基氨基甲酸甲酯。将产物与锌粉在冰醋酸中一起加热导致形成1,3-苯并噻唑-2（3 H）-一。后者与1，2-二溴乙烷和烯丙基溴的烷基化，以及与氯乙酰氯的酰化，得到相应的3-取代的衍生物。3- [3-（吡啶-2-基）-4,5-二氢异恶唑-5-基甲基] -1,3-苯并噻唑-2（3 H）-通过1,3-偶极环加成反应合成具有高区域选择性的化合物N生成的3-烯丙基-1,3-苯并噻唑-2（3 H）-一氧化吡啶-2-甲腈在三乙胺的作用下生成-羟基吡啶-2-羧酰亚胺基氯盐酸盐。
• Novel 5-vinyl-3-isoxazolyl substituted pyridines
  申请人：American Cyanamid Company

  公开号：US03956343A1

  公开（公告）日：1976-05-11

  This disclosure describes 5-vinyl-3-isoxazolyl substituted pyridines and 5-vinyl-2-isoxazolin-3-yl substituted pyridines which possess anti-inflammatory activity.

  本披露描述了具有抗炎活性的5-乙烯基-3-异噁唑基取代吡啶和5-乙烯基-2-异噁唑烷-3-基取代吡啶。
• Efficient Chemoenzymatic Dynamic Kinetic Resolution of 1-Heteroaryl Ethanols
  作者：Karl S. A. Vallin、David Wensbo Posaric、Zdenko Hameršak、Mats A. Svensson、Alexander B. E. Minidis

  DOI：10.1021/jo901987z

  日期：2009.12.18

  The scope and limitation of the combined rutheinum-lipase induced dynamic kinetic resolution (DKR) through O-acetylation of racemic heteroaromatic secondary alcohols, i.e., 1-heteroaryl substituted ethanols, was investigated. After initial screening of reaction conditions, Candida antarctica lipase B (Novozyme 435, N435) together with 4-chloro-phenylacetate as acetyl-donor for kinetic resolution (KR), in conjunction with the ruthenium-based Shvo catalyst for substrate racemization in toluene at 80 degrees C, enabled DKR with high yields and stereoselectivity of various 1-heteroaryl ethanols, Such as oxadiazoles, isoxazoles, 1H-pyrazole, or 1H-imidazole. In addition, DFT calculations based on a simplified catalyst complex model for the catalytic (de)hydrogenation step are in agreement with the previously reported outer sphere mechanism. These results support the further understanding of the mechanistic aspects behind the difference in reactivity of 1-heteroaryl substituted ethanols in comparison to reference substrates, as often referred to in the literature.
• Demina, O. V.; Vrzheshch, P. V.; Khodonov, A. A., Russian Journal of Bioorganic Chemistry, 1995, vol. 21, # 12, p. 804 - 810
  作者：Demina, O. V.、Vrzheshch, P. V.、Khodonov, A. A.、Kozlovskii, V. I.、Varfolomeev, S. D.

  DOI：——

  日期：——
• Ruano, Jose L. Garcia; Fajardo, Cristina; Fraile, Alberto, ARKIVOC, 2010, vol. 2010, # 3, p. 303 - 318
  作者：Ruano, Jose L. Garcia、Fajardo, Cristina、Fraile, Alberto、Martin, M. Rosario、Soriano, Jose F.

  DOI：——

  日期：——