5-iodo-2-(3-phenylureido)benzoic acid

• 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: 5-iodo-2-(3-phenylureido)benzoic acid
• 英文别名: 5-Iodo-2-(phenylcarbamoylamino)benzoic acid
• 化学式: C₁₄H₁₁IN₂O₃
• 分子量: 382.157
• InChiKey: KCRYPAFPSWMWMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-iodo-2-(3-phenylureido)benzoic acid 以 乙酸酐 为溶剂， 以55%的产率得到6-iodo-2-(phenylamino)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Transformation of Benzoxazinone Derivatives to Some Interesting Heterocyclic Compounds with Expected Biological Activity

  摘要：

  The newly synthesized iodobenzoxazinone derivative was reacted with benzoyl hydrazide, sodium azide, hydrazine hydrate, p-toluidine, hydroxylamine hydrochloride and formamide to give (quinazolinyl)benzamide, (oxazinyl)benzohydrazide, imidazolecarboxamide, (tetrazolyl)benzoic acid, 3-aminoquinazolinone, p-toylquinazolinone, hydroxyquinazolinone and quinazolinone derivatives respectively. Reaction of hydroxyquinazolinone with acetic anhydride and ethyl chloroacetate afforded (quinazolinyl)acetate and ethyl (quinazolinyloxy) acetate derivatives. The quinazolinone reacted with benzoyl chloride, acetyl chloride and ethyl chloroacetate to afford N-(3-benzoyl-dihydroquinazolinyl)-N-phenylbenzamide, 3-acetylquinazolinone and ethyl quinazolinylacetate respectively. The acetohydrazide which was synthesized from the reaction of the ethyl quinazolinyl acetate with hydrazine hydrate was used as a starting material for preparation of some other quinazolinone derivatives. The newly synthesized compounds were characterized by spectroscopic tools and some of them were screened for antibacterial and antifungal activity.

  DOI：

  10.3987/com-15-13218
• 作为产物：
  描述：

  异氰酸苯酯 、 2-氨基-5-碘苯甲酸 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以31%的产率得到5-iodo-2-(3-phenylureido)benzoic acid
  参考文献：
  名称：

  Transformation of Benzoxazinone Derivatives to Some Interesting Heterocyclic Compounds with Expected Biological Activity

  摘要：

  The newly synthesized iodobenzoxazinone derivative was reacted with benzoyl hydrazide, sodium azide, hydrazine hydrate, p-toluidine, hydroxylamine hydrochloride and formamide to give (quinazolinyl)benzamide, (oxazinyl)benzohydrazide, imidazolecarboxamide, (tetrazolyl)benzoic acid, 3-aminoquinazolinone, p-toylquinazolinone, hydroxyquinazolinone and quinazolinone derivatives respectively. Reaction of hydroxyquinazolinone with acetic anhydride and ethyl chloroacetate afforded (quinazolinyl)acetate and ethyl (quinazolinyloxy) acetate derivatives. The quinazolinone reacted with benzoyl chloride, acetyl chloride and ethyl chloroacetate to afford N-(3-benzoyl-dihydroquinazolinyl)-N-phenylbenzamide, 3-acetylquinazolinone and ethyl quinazolinylacetate respectively. The acetohydrazide which was synthesized from the reaction of the ethyl quinazolinyl acetate with hydrazine hydrate was used as a starting material for preparation of some other quinazolinone derivatives. The newly synthesized compounds were characterized by spectroscopic tools and some of them were screened for antibacterial and antifungal activity.

  DOI：

  10.3987/com-15-13218

文献信息

• Transformation of Benzoxazinone Derivatives to Some Interesting Heterocyclic Compounds with Expected Biological Activity
  作者：Magda I. Marzouk、Thoraya A. Farghaly、Maher A. El-Hashash、Soheir A. Shaker、Shadia M. Hussein

  DOI：10.3987/com-15-13218

  日期：——

  The newly synthesized iodobenzoxazinone derivative was reacted with benzoyl hydrazide, sodium azide, hydrazine hydrate, p-toluidine, hydroxylamine hydrochloride and formamide to give (quinazolinyl)benzamide, (oxazinyl)benzohydrazide, imidazolecarboxamide, (tetrazolyl)benzoic acid, 3-aminoquinazolinone, p-toylquinazolinone, hydroxyquinazolinone and quinazolinone derivatives respectively. Reaction of hydroxyquinazolinone with acetic anhydride and ethyl chloroacetate afforded (quinazolinyl)acetate and ethyl (quinazolinyloxy) acetate derivatives. The quinazolinone reacted with benzoyl chloride, acetyl chloride and ethyl chloroacetate to afford N-(3-benzoyl-dihydroquinazolinyl)-N-phenylbenzamide, 3-acetylquinazolinone and ethyl quinazolinylacetate respectively. The acetohydrazide which was synthesized from the reaction of the ethyl quinazolinyl acetate with hydrazine hydrate was used as a starting material for preparation of some other quinazolinone derivatives. The newly synthesized compounds were characterized by spectroscopic tools and some of them were screened for antibacterial and antifungal activity.