4-oxo-4H-benzo[d][1,3]oxazine-2-carbonitrile | 124840-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4-oxo-4H-benzo[d][1,3]oxazine-2-carbonitrile
• 英文别名: 4-oxo-4H-3,1-benzoxazine-2-carbonitrile；2-cyano-3,1-benzoxazin-4-one；4-oxo-4H-benz[d][1,3]oxazine-2-carbonitrile；4-Oxo-4H-benz[d][1,3]oxazin-2-carbonitril；4-oxo-3,1-benzoxazine-2-carbonitrile
• CAS: 124840-74-0
• 化学式: C₉H₄N₂O₂
• 分子量: 172.143
• InChiKey: ZUTPFYRGVAQQOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-oxo-4H-benzo[d][1,3]oxazine-2-carbonitrile 在 吡啶 、 tetraphosphorus decasulfide 、 三乙胺 作用下， 以 吡啶 为溶剂， 反应 12.67h， 生成 3,4-dimethyl-3,4-dihydro-1H-1,3,4-benzotriazepin-2,5-dithione
  参考文献：
  名称：

  Synthesis of novel 1,3,4-benzotriazepine derivatives from 4-oxo-3,1-benzoxazine and 3,1-benzothiazine-2-carbonitriles

  摘要：

  Synthesis of novel oxygen and sulfur containing 1,3,4-benzotriazepine derivatives was performed via 3,1-benz-oxazine and 3,1-benzothiazine intermediates obtained from Appel's salt chemistry. We observed that the sulfur containing precursors reacted differently than their oxygenated congeners and, after rearrangement, afforded novel heterocyclic compounds (e.g., benzoxazin-4-thione and 2-cyanoy 1,3,4-triazepine). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.023
• 作为产物：
  描述：

  2-(2-hydroxyimino-acetylamino)-benzoic acid 在 氯化亚砜 作用下， 生成 4-oxo-4H-benzo[d][1,3]oxazine-2-carbonitrile
  参考文献：
  名称：

  Karrer; Diechmann; Haebler, Helvetica Chimica Acta, 1924, vol. 7, p. 1036

  摘要：

  DOI：

文献信息

• The Synthesis of Tetrazoles in Nanometer Aqueous Micelles at Room Temperature
  作者：Aming Xie、Meiping Cao、Yangyang Liu、Liandong Feng、Xinyu Hu、Wei Dong

  DOI：10.1002/ejoc.201301364

  日期：2014.1

  Guerbet alcohol (2-octyldodecan-1-ol), poly(ethylene glycol) 1500 (PEG 1500), and succinic acid esters, has been prepared as an effective nanomicelle-forming species for the synthesis of tetrazoles in water at room temperature.

  一种新开发的非离子两亲物 (GPGS-1500)，一种由格尔伯特醇 (2-octyldodecan-1-ol)、聚（乙二醇）1500 (PEG 1500) 和琥珀酸酯组成的二酯，已被制备为一种有效的用于在室温下在水中合成四唑的纳米胶束形成物质。
• 3,1-Benzoxazin-4-ones, 3,1-benzothiazin-4-ones and N-arylcyanothioformamides
  作者：Thierry Besson、Kumaraswamy Emayan、Charles W. Rees

  DOI：10.1039/c39950001419

  日期：——

  Anthranilic acid and 4,5-dichloro-1,2,3-dithiazolium chloride 1 give the delicate dithiazoloimino carboxylic acid 8 which on mild thermolysis gives 2-cyano-3,1-benzoxazin-4-one 6 and with triphenylphosphine gives 2-cyano-3,1-benzothiazin-4-one 7, both quantitatively; in general N-aryliminodithiazoles 2 with triphenylphosphine give the corresponding cyanothioformanilides 3, providing a route to these compounds from anilines in two mild steps.

  氨基苯甲酸和4,5-二氯-1,2,3-二噻唑鎓盐1反应生成精细的二噻唑亚氨基羧酸8，该化合物在温和热解后生成2-氰基-3,1-苯并噁唑啉-4-酮6，与三苯基膦反应生成2-氰基-3,1-苯并噻唑啉-4-酮7，均为定量产物；一般来说，N-芳基亚氨基二噻唑类化合物2与三苯基膦反应生成相应的氰基噻唑酰胺3，为从苯胺合成这些化合物提供了两步温和反应的途径。
• Besson, Thierry; Emayan, Kumaraswamy; Rees, Charles W., Journal of the Chemical Society. Perkin transactions I, 1995, # 17, p. 2097 - 2102
  作者：Besson, Thierry、Emayan, Kumaraswamy、Rees, Charles W.

  DOI：——

  日期：——
• Antimicrobial evaluation of 3,1-benzoxazin-4-ones, 3,1-benzothiazin-4-ones, 4-alkoxyquinazolin-2-carbonitriles and N-arylimino-1,2,3-dithiazoles
  作者：Thierry Besson、Charles W. Rees、Gilles Cottenceau、Anne-Marie Pons

  DOI：10.1016/0960-894x(96)00423-4

  日期：1996.10

  Novel 3,1-benzoxazinones, 3,1-benzothiazinones and 4-alkoxyquinazolines have been synthesized via N-aryl-1,2,3-dithiazoles derivatives. The antibacterial and antifungal activity of these compounds were measured; the dithiazoles are significantly active against fungi. Copyright (C) 1996 Elsevier Science Ltd
• TAKAHASHI, MASAHIKO;HIRATSUKA, AKIRA, HETEROCYCLES, 29,(1989) N, C. 1349-1354
  作者：TAKAHASHI, MASAHIKO、HIRATSUKA, AKIRA

  DOI：——

  日期：——