2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines | 109086-74-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines
• 英文别名: 2-(3-Nitrophenyl)-1,3-oxazinane
• CAS: 109086-74-0
• 化学式: C₁₀H₁₂N₂O₃
• 分子量: 208.217
• InChiKey: GZKJIMSVBYSORP-UHFFFAOYSA-N

物化性质

• 沸点：
  343.8±42.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  67.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  β-氨基巴豆酸甲酯 、 2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines 以 乙腈 、 三氟乙酸 为溶剂， 反应 7.0h， 以70%的产率得到间-硝苯地平
  参考文献：
  名称：

  Carbon transfer reactions with heterocycles - V. A facile synthesis of nifedipine and analogues

  摘要：

  DOI：

  10.1016/s0040-4020(01)89255-3
• 作为产物：
  描述：

  3-氨基-1-丙醇 、 间硝基苯甲醛 以 乙醇 为溶剂， 反应 2.0h， 以75%的产率得到2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines
  参考文献：
  名称：

  Ring-chain tautomerism in 1,3-oxazines

  摘要：

  DOI：

  10.1021/jo00226a018

文献信息

• An expedient protocol of the Biginelli dihydropyrimidine synthesis using carbonyl equivalents
  作者：Kamaljit Singh、Jasbir Singh、Prasant K. Deb、Harjit Singh

  DOI：10.1016/s0040-4020(99)00760-7

  日期：1999.10

  A one - pot condensation of perhydro-1,3 heterocycles - aldehyde equivalents with ethyl acetoacetate and ureas provides a convenient synthesis of the title compounds with a variety of substituents at C-4. Yields are equivalent or significantly higher than the conventional methods.

  全氢-1,3杂环-醛当量与乙酰乙酸乙酯和脲的一锅缩合反应可方便地合成标题化合物，其在C-4处具有多个取代基。产率与常规方法相当或相当高。
• Novel process for producing 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate-3-methyl ester-5-beta-(N-benzyl-N-methylamino)ethyl ester
  申请人：HIGASHIKAWA, Tetsuro

  公开号：EP0445987A2

  公开（公告）日：1991-09-11

  Nicardipine hydrochloride, i.e. 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 3-methyl ester-5-β-(N-benzyl-N-methylamino)ethyl ester, is prepared in a short time at a high yield by reacting, in a non-aqueous system, m-nitrobenzaldehyde or another compound of formula (1) wherein either R₁ and R₂ are taken together and represent =O or =N-lower alkyl, or R₁ represents -O-, R₂ represents -NH-, and R₁ and R₂ are linked via C₂₋₄ straight or branched-chain alkylene to form a saturated heterocyclic ring which may be substituted, simultaneously or sequentially, in either order, with methyl 3-aminocrotonate and (N-methyl-N-benzylamino)ethyl 3-aminocrotonate.

  盐酸尼卡地平，即 2,6-二甲基-4-(间硝基苯基)-1,4-二氢吡啶-3,5-二羧酸 3-甲酯-5-β-(N-苄基-N-甲基氨基)乙酯，是通过在非水体系中使间硝基苯甲醛或另一种式 (1) 的化合物反应，在短时间内以高产率制备的 其中 R₁ 和 R₂ 合在一起代表 =O 或 =N 低级烷基，或 R₁ 代表 -O-，R₂ 代表 -NH-、且 R₁ 和 R₂ 通过 C₂₋₄直链或支链亚烷基连接，形成饱和杂环，该杂环可同时或依次被 3-氨基巴豆酸甲酯和 3-氨基巴豆酸（N-甲基-N-苄基氨基）乙酯取代。
• Ring-chain tautomerism in 1,3-oxazines
  作者：Ferenc Fulop、Kalevi Pihlaja、Jorma Mattinen、Gabor Bernath

  DOI：10.1021/jo00226a018

  日期：1987.8
• Modified Pictet–Spengler reaction. A highly diastereoselective approach to 1,2,3-trisubstituted-1,2,3,4-tetrahydro-β-carbolines using perhydro-1,3-heterocycles
  作者：Kamaljit Singh、Prasant K Deb、P Venugopalan

  DOI：10.1016/s0040-4020(01)00763-3

  日期：2001.9

  A flexible variant of the Pictet-Spengler reaction employing oxazinanes as synthetic equivalents of several carbonyl compounds has been developed. Using acid catalyzed one pot condensation of perhydro-1,3-heterocycles various 1,3-disubstituted and 1,2,3-trisubstituted-1,2,3,4-tetrahydro-beta -carbolines (THBCs) have been synthesized diastereoselectively. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Efficient and versatile single pot approach to dipyrromethanes and bis(heterocyclyl)methanes
  作者：Kamaljit Singh、Sonia Behal、Maninder Singh Hundal

  DOI：10.1016/j.tet.2005.04.029

  日期：2005.7

  An efficient single pot route is presented involving the use of 0, N-perhydro 1,3-heterocycles as carbonyl equivalents for the synthesis of 5-substituted dipyrromethanes, 5,10-disubstituted tripyrranes and bis(heterocyclyl)methanes. (c) 2005 Elsevier Ltd. All rights reserved.