5-benzyl-4-methyl-3,4-dihydro-1H-1,5-benzodiazepin-2-one | 200264-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 5-benzyl-4-methyl-3,4-dihydro-1H-1,5-benzodiazepin-2-one
• CAS: 200264-16-0
• 化学式: C₁₇H₁₈N₂O
• mdl: MFCD01334030
• 分子量: 266.343
• InChiKey: FLNDPTGZYAGYGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-benzyl-4-methyl-3,4-dihydro-1H-1,5-benzodiazepin-2-one 在 tetraphosphorus decasulfide 、 mercury dichloride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 4.0h， 生成 (5-Benzyl-4-methyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-cyclohexyl-amine
  参考文献：
  名称：

  2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines

  摘要：

  The synthesis of a new series of diversely N-4 substituted amidines of 2,3-dihydro-1H-1,5-benzodiazepine has been accomplished starting from tetrahydro-1,5-benzodiazepin-2-one derivatives. These compounds were transformed into the desired thiolactams 2a-i which reacted in the presence of mercuric chloride with ammonia, as well as primary or secondary amines to give amidines 3a-i. Hydrazidines 3j-1 were prepared by treatment of thiolactams with an excess of hydrazine.

  DOI：

  10.1007/bf00807260
• 作为产物：
  描述：

  4-甲基-1,3,4,5-四氢-2H-1,5-苯并二氮杂卓-2-酮 、 氯化苄 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以75%的产率得到5-benzyl-4-methyl-3,4-dihydro-1H-1,5-benzodiazepin-2-one
  参考文献：
  名称：

  CHEMICAL TRANSFORMATION OF DIHYDRO- AND TETRAHYDRO-1,5-BENZODIAZEPIN-2-ONES INTO AMIDINES

  摘要：

  DOI：

  10.1080/00304949709355250

文献信息

• Unexpected transformation of 1,5-benzodiazepine derivatives under imidazo-annulation reaction conditions
  作者：Mantas Jonušis、Aušra Vektarienė、Gema Mikulskienė、Simona Jonušienė、Dalia Vektarytė、Regina Jančienė

  DOI：10.1007/s10593-023-03194-y

  日期：2023.5

  imidazo[1,5-a][1,5]benzodiazepine-3-carboxylic acid esters by activation of the amide group of the heterocycle to iminophosphate and its cyclocondensation with ethyl isocyanoacetate, unexpected 5-substituted ethyl oxazole-4-carboxylates were obtained as the main products. Structures of the novel oxazole derivatives were confirmed by IR, 1H, 13C, and 31P NMR, and mass spectra, and the reaction course was

  在尝试通过将杂环的酰胺基活化为亚氨基磷酸酯并与异氰基乙酸乙酯环缩合来合成咪唑并[1,5-a][1,5]苯并二氮杂卓-3-羧酸酯的新衍生物时，意想不到的5-取代主要产品为4-甲酸乙基恶唑酯。新型恶唑衍生物的结构通过IR、1 H、13 C和31 P NMR以及质谱得到证实，并使用计算分子建模技术合理化反应过程。
• Janciene, Regina; Vektariene, Ausra; Mikulskiene, Gema, ARKIVOC, 2013, vol. 2013, # 4, p. 1 - 19
  作者：Janciene, Regina、Vektariene, Ausra、Mikulskiene, Gema、Javorskis, Tomas、Vektaris, Gytis、Klimavicius, Algirdas

  DOI：——

  日期：——
• 2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines
  作者：B. Puodžiūnaitė、L. Kosychova、R. Jančienė、Z. Stumbrevičiūtė

  DOI：10.1007/bf00807260

  日期：1997.12

  The synthesis of a new series of diversely N-4 substituted amidines of 2,3-dihydro-1H-1,5-benzodiazepine has been accomplished starting from tetrahydro-1,5-benzodiazepin-2-one derivatives. These compounds were transformed into the desired thiolactams 2a-i which reacted in the presence of mercuric chloride with ammonia, as well as primary or secondary amines to give amidines 3a-i. Hydrazidines 3j-1 were prepared by treatment of thiolactams with an excess of hydrazine.
• CHEMICAL TRANSFORMATION OF DIHYDRO- AND TETRAHYDRO-1,5-BENZODIAZEPIN-2-ONES INTO AMIDINES
  作者：Benedikta Dale Puodziunaite、Lina Vertelyte、Regina Janciene、Zita Stumbreviciute

  DOI：10.1080/00304949709355250

  日期：1997.12