methyl 2-[3-(4-chlorophenyl)ureido]benzoate | 19959-41-2

• 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: methyl 2-[3-(4-chlorophenyl)ureido]benzoate
• 英文别名: Methyl-2-(N'-p-chlorphenylureido)-benzoat；Methyl 2-{[(4-chlorophenyl)carbamoyl]amino}benzoate；methyl 2-[(4-chlorophenyl)carbamoylamino]benzoate
• CAS: 19959-41-2
• 化学式: C₁₅H₁₃ClN₂O₃
• 分子量: 304.733
• InChiKey: XLQRKSSBHMTBMA-UHFFFAOYSA-N

物化性质

• 熔点：
  81 °C
• 沸点：
  362.6±27.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 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：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-[3-(4-chlorophenyl)ureido]benzoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以95%的产率得到3-(4-氯苯基)-1H-喹唑啉-2,4-二酮
  参考文献：
  名称：

  Papadopoulos, E. P.; Torres, C. D., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 269 - 272

  摘要：

  DOI：
• 作为产物：
  描述：

  对氯苯胺 在 potassium carbonate 作用下， 反应 0.41h， 生成 methyl 2-[3-(4-chlorophenyl)ureido]benzoate
  参考文献：
  名称：

  Jadhav, Vinod H.; Deshpande, Shubhada S.; Borate, Hanumant B., Journal of Chemical Research, 2005, # 3, p. 205 - 208

  摘要：

  DOI：

文献信息

• Reactions of isocyanates with methyl<i>N</i>-(cyanothioformyl)anthranilate
  作者：L. M. Deck、E. P. Papadopoulos、K. A. Smith

  DOI：10.1002/jhet.5570400522

  日期：2003.9

  The triethylamine-catalyzed reactions of methyl N-(cyanothioformyl)anthranilate (1) with isocyanates result in cyclization involving the cyano group to form methyl 2-(4-imino-2-oxo-3-substituted-5-thioxoimi-dazolidin-1-yl)benzoates (4). Ring closure at the ester carbonyl to form 3-aryl-3,4-dihydro-4-oxoquinazo-line-2-carbonitriles (8) is observed when the S-methyl derivative of 1 is allowed to react

  N-（氰基硫代甲酰基）邻氨基苯甲酸甲酯（1）与异氰酸酯的三乙胺催化反应导致涉及氰基的环化反应生成甲基2-（4-亚氨基-2-氧代-3-氧代-3-取代的5-硫代肟基-偶氮利丁-1 -基）苯甲酸酯（4）。当使1的S-甲基衍生物与芳族胺反应时，观察到在酯羰基处的闭环形成3-芳基-3,4-二氢-4-氧喹唑啉-线-2-腈（8）。
• Specific Inhibitors of Puromycin-Sensitive Aminopeptidase with a 3-(Halogenated Phenyl)-2,4(1H,3H)-quinazolinedione Skeleton
  作者：Yuichi Hashimoto、Yotaro Matsumoto、Tomomi Noguchi-Yachide、Masaharu Nakamura、Yusuke Mita、Akiyoshi Numadate

  DOI：10.3987/com-12-s(n)109

  日期：——

  Specific puromycin-sensitive aminopeptidase (PSA) inhibitors with a 3-(halogenated phenyl)-2,4(1H,3H)-quinazolinedione skeleton were prepared and their structure-activity relationships were investigated. The nature (F, Cl or Br), number and position(s) of the halogen atom(s) introduced into the 3-phenyl group were concluded to be critical determinants of the inhibitory activity.
• 3-aryl(alkyl)quinazoline-2,4(1H,3H)-diones and their alkyl derivatives
  作者：A. S. Shestakov、O. E. Sidorenko、I. S. Bushmarinov、Kh. S. Shikhaliev、M. Yu. Antipin

  DOI：10.1134/s1070428009110190

  日期：2009.11

  Two-stage reaction of methyl anthranilate with aryl(alkyl) isocyanates in keeping with the quantum-chemical calculations and XRD analysis resulted in 3-aryl(alkyl) quinazoline-2,4(1H,3H)-diones that by treatment with alkyl halides, phenacyl bromides, esters and amides of chloroacetic acid were converted into the corresponding 1-alkyl derivatives.
• PAPADOPOULOS, E. P.;TORRES, C. D., J. HETEROCYCL. CHEM., 1982, 19, N 2, 269-272
  作者：PAPADOPOULOS, E. P.、TORRES, C. D.

  DOI：——

  日期：——