methyl 2,6-dimethoxybenzohydoxamate | 32585-66-3

• 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: methyl 2,6-dimethoxybenzohydoxamate
• 英文别名: N,2,6-trimethoxybenzamide；N,2,6-Trimethoxy-3-chlorbenzamid；N-2,6-Trimethoxibenzamid
• CAS: 32585-66-3
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: KYYJUPWQLBBRGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2,6-dimethoxybenzohydoxamate 在 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以38%的产率得到2,6-二甲氧基苯甲酸甲酯
  参考文献：
  名称：

  N-烷氧基酰胺合成羧酸酯的电化学方法

  摘要：

  已经报道了从N-烷氧基酰胺合成羧酸以及受阻酯的电化学方法。通过利用双重作用优点通过恒定电流电解（CCE）的电化学反应的进行Ñ -Bu 4 NI（TBAI）作为氧化还原催化剂，以及作为支持电解质。除了提供温和的反应条件外，本方案不含外部氧化剂和导电盐，从而产生氮作为无害副产物。另外，由于其反应时间短，底物范围宽和克级合成，因此开发的方法具有很高的优势。

  DOI：

  10.1021/acs.joc.7b01473
• 作为产物：
  描述：

  2,4-二甲氧基苯甲酰氯 、 N-甲基羟胺盐酸盐 在 三乙胺 作用下， 生成 methyl 2,6-dimethoxybenzohydoxamate
  参考文献：
  名称：

  Mechanism of Hydrolysis of (Z)- and (E)-O-Methylbenzohydroximoyl Chloride

  摘要：

  The first-order rate constants for the hydrolysis (1:3 dioxane-water, pH=7) of (E)-O-methylbenzohydroximoyl chloride [C6H5C(Cl)=NOCH3, 1Ea] and several 4-substituted derivatives have been measured. A Hammett plot of these rate constants vs sigma(+) gave a rho value of -1.4. Molecular orbital calculations (AM1) have been carried out on (Z)-O-methylbenzohydroximoyl chloride (1Za), a hydrazonyl chloride [C6H5C(Cl)=NNHCH3], and the corresponding nitrilium ions [C6H5C=NOCH3+ and C6H5C=NNHCH3+] in an attempt to gain insight into the differences in the reactivities of these two systems. A study of the effect of solvent composition on the rates of hydrolysis of(Z)-and (E)-O-methyl-4-methoxybenzohydroximoyl chloride (1Zb and 1Eb) has been carried out using dioxane/water solutions of various compositions. The Grunwald-Winstein m values were determined to be 1.1 and 0.95 for the Z and E isomers, respectively. The activation parameters for the hydrolysis of 1Zb and 1Eb are as follows: Delta H double dagger = 34 kcal/mol and Delta S double dagger = +2 eu (1Zb) and Delta H double dagger = 40 kcal/mol and Delta S double dagger = +8 eu (1Eb). When plots of ln k/T vs 1/T were extrapolated to 25 degrees C, a rate constant ratio for k(1Zb)/k(1Eb) of about 10(5) was obtained. It is concluded that both (Z)- and (E)-hydroximoyl chlorides undergo hydrolysis by rate-limiting ionization to a nitrilium ion (ArC=NOCH3+). The large difference in ionization rates for 1Zb and 1Eb is attributed to a stereoelectronic effect.

  DOI：

  10.1021/jo950938o

文献信息

• Hydroxylamine Substituted Imidazoquinolines
  申请人：Kshirsagar Tushar A.

  公开号：US20080114019A1

  公开（公告）日：2008-05-15

  Imidazoquinoline compounds with an oxime substituent at the 1-position, pharmaceutical compositions containing the compounds, intermediates, and methods of use of these compounds as immunomodulators, for inducing cytokine biosynthesis in animals and in the treatment of diseases including viral and neoplastic diseases are disclosed.

  本发明公开了在1位具有肟取代基的咪唑喹啉化合物、含有这些化合物的制药组合物、中间体以及将这些化合物作为免疫调节剂的使用方法，用于在动物中诱导细胞因子生物合成以及治疗包括病毒性和肿瘤性疾病在内的疾病。
• US7648997B2
  申请人：——

  公开号：US7648997B2

  公开（公告）日：2010-01-19