3,4-双(环丙基甲氧基)苯甲酰氯 | 669001-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,4-双(环丙基甲氧基)苯甲酰氯
• 英文名称: 3,4-bis(cyclopropylmethoxy)benzoyl chloride
• 英文别名: 3,4-bis-cyclopropylmethoxybenzoyl chloride；3,4-dicyclopropylmethoxybenzoyl chloride
• CAS: 669001-67-6
• 化学式: C₁₅H₁₇ClO₃
• 分子量: 280.751
• InChiKey: VQXKUDFLWVJVGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氨基-3,5-二氯吡啶 、 3,4-双(环丙基甲氧基)苯甲酰氯 在 sodium hydride 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以85.3%的产率得到3,4-双(环丙基甲氧基)-n-(3,5-二氯吡啶-4-基)苯甲酰胺
  参考文献：
  名称：

  Synthesis of An Impurity in Crude Roflumilast

  摘要：

  A simple synthetic method has been developed for the synthesis of 3,4-bis(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl) benzamide (an impurity in crude roflumilast) from 3,4-dihydroxybenzaldehyde via alkylation, oxidation, chlorination and acylation reactions. Acetonitrile was used as the solvent in all the three steps for convenient recovery. The oxidation of 3,4-bis(cyclopropylmethoxy) benzaldehyde (purity, 86.2%) by sodium chlorite afforded the corresponding acid with purity of 99.2%. Finally, N-acylation of 3,5-dichloropyridin-4-amine yielded 3,4-bis(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl) benzamide. Without column chromatography, the overall yield of the target compound was about 70%.

  DOI：

  10.3184/174751914x14061300074410
• 作为产物：
  描述：

  3,4-bis(cyclopropylmethoxy)benzoic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 3,4-双(环丙基甲氧基)苯甲酰氯
  参考文献：
  名称：

  Synthesis of An Impurity in Crude Roflumilast

  摘要：

  A simple synthetic method has been developed for the synthesis of 3,4-bis(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl) benzamide (an impurity in crude roflumilast) from 3,4-dihydroxybenzaldehyde via alkylation, oxidation, chlorination and acylation reactions. Acetonitrile was used as the solvent in all the three steps for convenient recovery. The oxidation of 3,4-bis(cyclopropylmethoxy) benzaldehyde (purity, 86.2%) by sodium chlorite afforded the corresponding acid with purity of 99.2%. Finally, N-acylation of 3,5-dichloropyridin-4-amine yielded 3,4-bis(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl) benzamide. Without column chromatography, the overall yield of the target compound was about 70%.

  DOI：

  10.3184/174751914x14061300074410

文献信息

• [EN] 2-HYDROXY-6-PHENYLPHENANTHRIDINES AS PDE-4 INHIBITORS<br/>[FR] 2-HYDROXY-6-PHENYLPHENANTHRIDINES UTILISEES COMME INHIBITEURS DE PDE-4
  申请人：ALTANA PHARMA AG

  公开号：WO2004019944A1

  公开（公告）日：2004-03-11

  Compounds of a certain formula I, in which R1, R2, R3, R31, R4, R5, R6 and R7 have the meanings indicated in the desription, are novel effective PDE4 inhibitors.

  某一公式I的化合物，其中R1、R2、R3、R31、R4、R5、R6和R7具有描述中所指的含义，是新型有效的PDE4抑制剂。
• [EN] 3-HYDROXY-6-PHENYLPHENANTHRIDINES AS PDE-4 INHIBITORS<br/>[FR] 3-HYDROXY-6-PHENYLPHENANTHRIDINES EN TANT QU'INHIBITEURS DE PDE-4
  申请人：ALTANA PHARMA AG

  公开号：WO2004019945A1

  公开（公告）日：2004-03-11

  Compounds of a formula (I), in which R1, R2, R3, R31, R4, R5, R6 and R7 have the meanings indicated in the description, are novel effective PDE4 inhibitors.

  化学式(I)的化合物，其中R1、R2、R3、R31、R4、R5、R6和R7的含义如描述中所示，是新颖有效的PDE4抑制剂。
• 3-hydroxy-6-phenylphenanthridines as pde-4 inhibitors
  申请人：Kautz Ulrich

  公开号：US20050239818A1

  公开（公告）日：2005-10-27

  The compounds of formula I in which R1, R2, R3, R31, R4, R5, R6 and R7 have the meanings as indicated in the description, are novel effective PDE4 inhibitors.

  式I的化合物中，其中R1、R2、R3、R31、R4、R5、R6和R7的含义如说明中所示，是新型有效的PDE4抑制剂。
• 2-hydroxy-6-phenylphenanthridines as pde-4 inhibitors
  申请人：Kautz Ulrich

  公开号：US20050239817A1

  公开（公告）日：2005-10-27

  The compounds of formula I in which R1, R2, R3, R31, R4, R5, R6 and R7 have the meanings as indicated in the description, are novel effective PDE4 inhibitors.

  式I的化合物中，其中R1、R2、R3、R31、R4、R5、R6和R7具有所述含义，是新颖有效的PDE4抑制剂。
• 2-Hydroxy-6-phenylphenanthridines as PDE-4 inhibitors
  申请人：Kautz Ulrich

  公开号：US20080319067A1

  公开（公告）日：2008-12-25

  The compounds of formula I in which R1, R2, R3, R31, R4, R5, R6 and R7 have the meanings as indicated in the description, are novel effective PDE4 inhibitors.

  公式I中的化合物，其中R1、R2、R3、R31、R4、R5、R6和R7的含义如说明中所示，是新颖有效的PDE4抑制剂。