(2'-naphthoyl)hydroximoyl chloride | 33108-84-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (2'-naphthoyl)hydroximoyl chloride
• 英文别名: 1-Chlor-1-isonitrosomethyl-β-naphthylketon；N-hydroxy-2-oxo-2-(2-naphthyl)ethanimidoyl chloride；N-hydroxy-2-naphthalen-2-yl-2-oxo-acetimidoyl chloride；N-hydroxy-2-naphthalen-2-yl-2-oxoethanimidoyl chloride
• CAS: 33108-84-8
• 化学式: C₁₂H₈ClNO₂
• 分子量: 233.654
• InChiKey: SCZVMLLNLKKYOO-UHFFFAOYSA-N

物化性质

• 沸点：
  432.9±28.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2'-naphthoyl)hydroximoyl chloride 、 对氨基苯磺酸 以 乙醇 为溶剂， 反应 24.0h， 以95%的产率得到2-benzenesulfonyl-(2'-naphthoyl)glyoxaloxime
  参考文献：
  名称：

  Abdelhamid, Abdou O.; Al-Hamidi, Abdulaziz A., Journal of the Chinese Chemical Society, 1995, vol. 42, # 1, p. 83 - 88

  摘要：

  DOI：
• 作为产物：
  描述：

  dimethyl (2-naphthoylmethyl)sulfonium bromide 在 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以77%的产率得到(2'-naphthoyl)hydroximoyl chloride
  参考文献：
  名称：

  Abdelhamid, Abdou O.; Al-Hamidi, Abdulaziz A., Journal of the Chinese Chemical Society, 1995, vol. 42, # 1, p. 83 - 88

  摘要：

  DOI：

文献信息

• A Novel Route to Isoquinoline[2,1-g][1,6]naphthyridine, Pyrazolo[5,1-a] isoquinoline and Pyridazino[4´,5´:3,4]pyrazolo[5,1-a]isoquinoline Derivatives With Evaluation of Antitumor Activities
  作者：Hamdi M. Hassaneen、Wagnat W. Wardkhan、Yasmin Sh. Mohammed

  DOI：10.5560/znb.2013-3101

  日期：2013.8.1

  (E)-2-Chloro-3-(2-cyanovinyl)-9,10-dimethoxy-4-oxo-6,7-dihydro-4H-pyrido[2,1-a] isoquinoline- 1-carbonitrile (5) was obtained by treatment of the 2-chloro-3-formylpyrido[2,1-a]isoquinoline derivative 3 with 2-(triphenylphosphoranylidene)acetonitrile (4). Treatment of 5 with sodium azide afforded the corresponding azido compound 6 which could be reduced by sodium dithionite to compound 7. A novel isoquinolino[2,1-g][1,6]naphthyridine derivative 11 was obtained by the reaction of phenyl isothiocyanate with the phosphorane compound 8, which was prepared by the reaction of compound 6 with triphenylphosphine. Treatment of 5 with amines 12a-c and thiophenols 14a-c in refluxing ethanol afforded the corresponding substitution products 13a-c and 15a-c, respectively. Also, the reaction of 1 with a-oxo hydroxamoyl chlorides 16 was reinvestigated, and the synthesized pyrazoloisoquinolines 19a-f and pyridazinopyrazoloisoquinolines 20a, e were screened for their in vitro antitumor activities.

  (E)-2-氯-3-(2-氰基乙烯基)-9,10-二甲氧基-4-氧代-6,7-二氢-4H-吡啶并[2,1-a]异喹啉-1-甲腈 (5) 由 2-(三苯基膦亚基)乙腈 (4) 处理 2-氯-3-甲酰基吡啶并[2,1-a]异喹啉衍生物 3 而得。用叠氮化钠处理 5 后可得到相应的叠氮化合物 6，该化合物可通过亚硫酸钠还原成化合物 7。异硫氰酸苯酯与磷烷化合物 8 反应得到了新型异喹啉并[2,1-g][1,6]萘啶衍生物 11，后者是由化合物 6 与三苯基膦反应制备的。在回流乙醇中将 5 与胺 12a-c 和噻吩酚 14a-c 处理，可分别得到相应的取代产物 13a-c 和 15a-c。此外，还重新研究了 1 与 a-氧代羟基氨基甲酰氯 16 的反应，并对合成的吡唑并异喹醇类 19a-f 和哒嗪并异喹醇类 20a, e 进行了体外抗肿瘤活性筛选。
• Convenient method for synthesis of various fused heterocycles via utility of 4-acetyl-5-methyl-1-phenyl-pyrazole as precursor
  作者：Sobhi MOHAMED GOMHA、Ahmad SAMI SHAWALI、Abdou OSMAN ABDELHAMID

  DOI：10.3906/kim-1311-12

  日期：——

  A new, less expensive, solvent-free procedure was developed for the synthesis of some new derivatives of various fused heterocyclic ring systems, namely azolopyridazine, azolotriazine, azinotriazine, thienopyridine, and pyrazolopyridine. The structures of the products prepared were established by their spectral data and elemental analyses. Eight compounds were evaluated for their in vitro antimicrobial activity. Some of the tested compounds exhibited moderate to significant antibacterial and antifungal activities.

  开发了一种新的、更经济的无溶剂方法，用于合成各种融合杂环系统的若干新型衍生物，包括吖啶并嘧嗪、吖啶并三嗪、氰基三嗪、噻吩并吡啶和吡唑并吡啶。通过其光谱数据和元素分析确定了制备产物的结构。对八种化合物进行了体外抗菌活性评估，其中一些测试化合物显示出中等到显著的抗细菌和抗真菌活性。
• Green One-Pot Solvent-Free Synthesis of Pyrazolo[1,5-<i>a</i>]pyrimidines, Azolo[3,4-<i>d</i>]pyridiazines, and Thieno[2,3-<i>b</i>]pyridines Containing Triazole Moiety
  作者：Abdou O. Abdelhamid、Tamer T. El-Idreesy、Nadia A. Abdelriheem、Huda R. M. Dawoud

  DOI：10.1002/jhet.2343

  日期：2016.5

  Synthesis of pyrazolo[1,5‐a]pyrimidines, [1,2,4]triazolo[1,5‐a]pyrimidine, 8,10‐dimethyl‐2‐(5‐methyl‐1‐phenyl‐4,5‐dihydro‐1H‐1,2,3‐triazol‐4‐yl)pyrido[2′,3′:3,4]‐pyrazolo[1,5‐a]pyrimidine, benzo[4,5]imidazo[1,2‐a]pyrimidine via heterocyclic amines, and sodium 3‐hydroxy‐1‐(5‐methyl‐1‐phenyl‐1H‐1,2,3‐triazole‐4‐yl)prop‐2‐en‐1‐one were carried out. Also, synthesis of isoxazoles, and pyrazoles from sodium

  吡唑并[1,5- a ]嘧啶，[1,2,4]三唑并[1,5- a ]嘧啶，8,10-二甲基-2-（5-甲基-1-苯基-4,5-二氢-1 H -1,2,3-三唑-4-基）吡啶基[2'，3'：3,4]-吡唑并[1,5- a ]嘧啶，苯并[4,5]咪唑[1， 2‐ a ]嘧啶通过杂环胺和3−羟基-1-（5-甲基-1-苯基-1 H -1,2,3-三唑-4基）丙-2-烯-1-酮钠被执行。另外，从钠3-羟基-1-（5-甲基-1-苯基-异恶唑1，和吡唑的合成ħ 1,2,3-三唑-4-基）丙-2-烯-1-酮和分别制备了羟酰氯和酰卤。类似地，（1,2,3-三唑-4-基）噻吩[2,3- b从获得]吡啶衍生物钠3-羟基-1-（5-甲基-1-苯基-1- ħ -1,2,3-三唑-4-基）丙-2-烯-1-酮和氰基硫代随后它与活性亚甲基化合物反应。除了对所有合成化合物进行全面表征外，还对它们进行了测试以评估其抗菌活性，
• Reactions With Hydrazonoyl Halides 45: Synthesis of Some New Triazolino[4,3‐<i>a</i>]pyrimidines, Pyrazolo[3,4‐<i>d</i>]pyridazines, Isoxazolo[3,4‐<i>d</i>]pyridazines, and Thieno[2,3‐<i>b</i>]pyridines
  作者：Abdou O. Abdelhamid、Ali A. Al‐Atoom

  DOI：10.1080/00397910500330593

  日期：2006.2

  Abstract Triazolino[4,3‐a]pyrimidines pyrazolo[3,4‐d]pyridazines and isoxazolo[3,4‐d]pyridazines were synthesized from hydrazonoyl halides. Also, 3‐aminothieno[2,3‐b]pyridines and pyrimidino[4′,5′:4,5]thieno[2,3‐b]pyridines were synthesized from cynothioacetamide. Structures of the newly synthesized compounds were established on the basis of elemental analyses and spectral data.

  摘要 三唑并[4,3-a]嘧啶类吡唑并[3,4-d]哒嗪和异恶唑并[3,4-d]哒嗪由腙酰卤化物合成。此外，3-氨基噻吩并[2,3-b]吡啶和嘧啶并[4',5':4,5]噻吩并[2,3-b]吡啶由犬硫代乙酰胺合成。新合成化合物的结构是在元素分析和光谱数据的基础上建立的。
• Useful Precursors for Synthesis of Some New Azolo[3,4-<i>d</i>]pyridiazines, Azolo[1,5-<i>a</i>]pyrimidines, Azolo[5,1-<i>c</i>]triazines, Pyrazoles, and Benzo[b][l,4]diazepine
  作者：Abdou O. Abdelhamid、Abdelgawad A. Fahmi、Basma S. Baaiu

  DOI：10.1002/jhet.2507

  日期：2016.11

  Pyrazolo[3,4‐d]pyridazines, isoxazolo[3,4‐d]pyridazines, azolo[1,5‐a]pyrimidines, azolo[5,1‐c]triazines, pyrazoles, and benzo[b][l,4]diazepine were synthesized from the appropriate hydrazonoyl halides, hydroximoyl halides, heterocyclic amines, diazotized heterocyclic amines, arenediazonium chlorides, and o‐phenylenediamines with appropriate of sodium 3‐(5‐bromobenzofuran‐2‐yl)‐3‐oxoprop‐1‐en‐1‐olate

  吡唑并[3,4- d ]哒嗪，异恶唑并[3,4- d ]哒嗪类，三唑并[1,5-一个]嘧啶，三唑并[5,1- c ^ ]三嗪，吡唑，和苯并[ b ] [1,4] 4]二氮杂from是由适当的酰卤，羟甲酰卤，杂环胺，重氮化杂环胺，槟榔二氯化铵和邻苯二胺与适当的3-（5-溴苯并呋喃-2-基）-3-氧代丙-1-酸钠合成的烯-1-醇或1-（5-溴苯并呋喃-2-基）-3-（二甲氨基）丙-2-烯-1-酮。尽可能通过元素分析，光谱数据和替代合成来阐明新合成的化合物。