methyl 6-cyano-1,3-benzodioxole-5-carboxylate | 103027-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: methyl 6-cyano-1,3-benzodioxole-5-carboxylate
• 英文别名: 6-Cyan-3,4-methylendioxy-benzoesaeuremethylester；6-cyano-benzo[1,3]dioxole-5-carboxylic acid methyl ester；6-Cyan-benzo[1,3]dioxol-5-carbonsaeure-methylester
• CAS: 103027-99-2
• 化学式: C₁₀H₇NO₄
• 分子量: 205.17
• InChiKey: XHHQSKOSPTZBGV-UHFFFAOYSA-N

物化性质

• 熔点：
  127.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  368.3±42.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 6-cyano-1,3-benzodioxole-5-carboxylate 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 [1,3]dioxolo[4,5-f]isoindole-5,7-dione
  参考文献：
  名称：

  Dallacker,F.; Schmets,G., Chemische Berichte, 1971, vol. 104, p. 2534 - 2544

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Amino-3,4-methylendioxy-benzoesaeuremethylester 生成 methyl 6-cyano-1,3-benzodioxole-5-carboxylate
  参考文献：
  名称：

  Oertly; Pictet, Chemische Berichte, 1910, vol. 43, p. 1339

  摘要：

  DOI：

文献信息

• 制备AD-35的工艺
  申请人：浙江海正药业股份有限公司

  公开号：CN105859732B

  公开（公告）日：2018-04-06

  本发明公开了一种式(I)所示的苯并间二氧杂环戊烯衍生物(AD‑35)的新的制备方法。以胡椒酸为原料，经过溴代、酯化、氰化、环丙烷内酰胺化、酰胺氮烷基化、脱保护、哌啶氮烷基化和成盐得到式(I)化合物。该方法起始原料廉价易得，合成路线短，操作简单，可适合工业化生产。
• PROCESS FOR PREPARING AD-35
  申请人：Zhejiang Hisun Pharmaceutical Co., Ltd.

  公开号：EP3444253A1

  公开（公告）日：2019-02-20

  Disclosed are a method for preparing a benzodioxole derivative (AD-35) shown by Formula (I) and an intermediate thereof. The method of the present invention involves: using piperic acid as a raw material; and performing bromination, esterification, cyanidation, cyclopropane lactamization, amide nitrogen alkylation, deprotection, piperidine nitrogen alkylation and salification to obtain the compound of Formula (I). The method has cheap and easily available start raw materials, short synthesis routes and simple operation, and is suitable for industrial production.

  本发明公开了一种制备式（I）所示苯并二恶茂衍生物（AD-35）及其中间体的方法。本发明的方法包括：以哌啶酸为原料，进行溴化、酯化、氰化、环丙烷内酰胺化、酰胺氮烷基化、脱保护、哌啶氮烷基化和盐析，得到式（I）化合物。该方法起始原料便宜易得，合成路线短，操作简单，适合工业化生产。
• Process for preparing AD-35
  申请人：Zhejiang Hisun Pharmaceutical Co., Ltd.

  公开号：US10399992B2

  公开（公告）日：2019-09-03

  Disclosed are a method for preparing a benzodioxole derivative (AD-35) shown by Formula (I) and an intermediate thereof. The method of the present invention involves: using piperic acid as a raw material; and performing bromination, esterification, cyanidation, cyclopropane lactamization, amide nitrogen alkylation, deprotection, piperidine nitrogen alkylation and salification to obtain the compound of Formula (I). The method has cheap and easily available start raw materials, short synthesis routes and simple operation, and is suitable for industrial production.

  本发明公开了一种制备式（I）所示苯并二恶茂衍生物（AD-35）及其中间体的方法。本发明的方法包括：以哌啶酸为原料，进行溴化、酯化、氰化、环丙烷内酰胺化、酰胺氮烷基化、脱保护、哌啶氮烷基化和盐析，得到式（I）化合物。该方法起始原料便宜易得，合成路线短，操作简单，适合工业化生产。
• Process For Preparing AD-35
  申请人：Zhejiang Hisun Pharmaceutical Co., Ltd.

  公开号：US20190100527A1

  公开（公告）日：2019-04-04

  Disclosed are a method for preparing a benzodioxole derivative (AD-35) shown by Formula (I) and an intermediate thereof. The method of the present invention involves: using piperic acid as a raw material; and performing bromination, esterification, cyanidation, cyclopropane lactamization, amide nitrogen alkylation, deprotection, piperidine nitrogen alkylation and salification to obtain the compound of Formula (I). The method has cheap and easily available start raw materials, short synthesis routes and simple operation, and is suitable for industrial production.