N-chloro-N'-(4-methoxy-phenyl)-benzamidine | 67628-22-2

• 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: N-chloro-N'-(4-methoxy-phenyl)-benzamidine
• 英文别名: N'-chloro-N-(4-methoxyphenyl)benzenecarboximidamide
• CAS: 67628-22-2
• 化学式: C₁₄H₁₃ClN₂O
• 分子量: 260.723
• InChiKey: NALQDEUPWQCNFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-chloro-N'-(4-methoxy-phenyl)-benzamidine 生成 1-(4-methoxyphenyl)-2,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  CITERIO L.; POCAR D.; STRADI R.; GIOIA B., J. CHEM. SOC. PERKIN TRANS., PART 1, 1978, NO 4, 309-314

  摘要：

  DOI：
• 作为产物：
  描述：

  苯碳杂氧杂脒,N-(4-甲氧苯基)- 在 N-氯代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 N-chloro-N'-(4-methoxy-phenyl)-benzamidine
  参考文献：
  名称：

  N-Chlorosuccinimide/Sodium Hydroxide-Mediated Synthesis of Benzimidazoles from Amidines under Mild Conditions

  摘要：

  A convenient room-temperature one-pot procedure for the preparation of benzimidazoles derivatives from N-arylamidines has been developed. The reaction of N-aryl-N'-chloro amidines, generated by the treatment of N-arylamidines with N-chlorosuccinimide, in presence of sodium hydroxide provides benzimidazoles in good to excellent yields. Nitrogen anion generated in situ from succinimide (by-product of the chlorination step using NCS) and hydroxide anion was found to be highly effective as Bronsted base to promote the cyclization into benzimidazole of N-aryl-N'-chloroamidine.

  DOI：

  10.3987/com-12-s(n)53

文献信息

• [EN] SUBSTITUTED N-HETEROCYCLES, THEIR PREPARATION AND THEIR USE
  申请人：BOEHRINGER INGELHEIM KG

  公开号：WO1991002731A1

  公开（公告）日：1991-03-07

  (DE) Verbindungen der Formel (I) in der M, U, T, W, Y: N oder C, R1: carbocyclischer oder heterocyclischer Ring, R2: H, Alkyl, CF3, Alkoxy, -CH2-O-Alkyl, Cycloalkyl, R3: (C1-C6-Alkylen)-Het. und V: O oder S, bedeuten, können nach üblichen Methoden erhalten werden; sie eignen sich als Wirkstoffe für Arzneimittel.(EN) Disclosed are compounds of formula (I) in which M, U, T, W and Y are N or C, R1 is a carbocyclic or heterocyclic ring, R2 is H, alkyl, CF3, alkoxy, -CH2-O-alkyl or cycloalkyl, R3 is a (C1-C6 alkylene) heterocycle and V is O or S, which can be prepared by ordinary methods. They are suitable for use as active ingredients for drugs.(FR) Des composés de formule (I) dans laquelle M, U, T, W, Y désignent un N ou un C, R1 est un noyau carbocyclique ou hétérocyclique, R2 représente un H, alkyle, CF3, alkoxy, -CH2-O-alkyle, cycloalkyle, R3 est un (alkylène en C1-C6) hétérocyclique, et V désigne un O ou un S, peuvent être obtenus suivant les méthodes habituelles; ils conviennent pour l'utilisation comme principes actifs pour des médicaments.

  涉及化学式(I)的化合物，其中M, U, T, W, Y为N或C，R1为碳环系或heterocycle环系，R2为H、alkyl、CF3、alkoxy、-CH2-O-alkyl或cycloalkyl，R3为含有C1-C6聚乙烯基的heterocyclic，V为O或S，均可通过常规方法合成；它们可用于药品中的活性成分。
• Citerio,L. et al., Journal of the Chemical Society. Perkin transactions I, 1978, p. 309 - 314
  作者：Citerio,L. et al.

  DOI：——

  日期：——
• N-Chlorosuccinimide/Sodium Hydroxide-Mediated Synthesis of Benzimidazoles from Amidines under Mild Conditions
  作者：Thanh Binh Nguyen、Ali Al-Mourabit、Ludmila Ermolenko

  DOI：10.3987/com-12-s(n)53

  日期：——

  A convenient room-temperature one-pot procedure for the preparation of benzimidazoles derivatives from N-arylamidines has been developed. The reaction of N-aryl-N'-chloro amidines, generated by the treatment of N-arylamidines with N-chlorosuccinimide, in presence of sodium hydroxide provides benzimidazoles in good to excellent yields. Nitrogen anion generated in situ from succinimide (by-product of the chlorination step using NCS) and hydroxide anion was found to be highly effective as Bronsted base to promote the cyclization into benzimidazole of N-aryl-N'-chloroamidine.
• CITERIO L.; POCAR D.; STRADI R.; GIOIA B., J. CHEM. SOC. PERKIN TRANS., PART 1, 1978, NO 4, 309-314
  作者：CITERIO L.、 POCAR D.、 STRADI R.、 GIOIA B.

  DOI：——

  日期：——