2-amino-3-n-butyl-4-oxo-3,4-dihydro-quinazoline | 100138-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-amino-3-n-butyl-4-oxo-3,4-dihydro-quinazoline
• 英文别名: 2-amino-3-butylquinazolin-4(3H)-one；2-Amino-4-oxo-3-butyl-3,4-dihydro-chinazolin；2-amino-3-butyl-3H-quinazolin-4-one；2-Amino-3-butylquinazolin-4-one；2-amino-3-butylquinazolin-4-one
• CAS: 100138-16-7
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: PYEAYYXEGJCVAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-n-butyl-2-[(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)imino]-4-oxo-1,2,3,4-tetrahydroquinazoline 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 12.0h， 以85%的产率得到2-amino-3-n-butyl-4-oxo-3,4-dihydro-quinazoline
  参考文献：
  名称：

  Synthesis of 2-Amino 3-Substituted Quinazolin-4(3H)-one DerivativesviaIodine-Mediated Guanidinylation of Pbf-Activated Thiourea

  摘要：

  2‐Amino 3‐substituted‐quinazolin‐4(3H)‐one derivatives were synthesized from Pbf‐isothiocyanate and methyl anthranilate. The construction of the guanidine‐containing quinazolinone heterocyclic skeleton was achieved using Pbf‐activated thiourea treated with primary amines via iodine‐mediated guanidinylation. The desired compounds were obtained after Pbf cleavage by trifluoroacetic acid.

  DOI：

  10.1002/jhet.1067

文献信息

• An efficient one pot synthesis of 2-amino quinazolin-4(3 H )-one derivative via MCR strategy
  作者：V. Narayana Murthy、Satish P. Nikumbh、S. Praveen Kumar、L. Vaikunta Rao、Akula Raghunadh

  DOI：10.1016/j.tetlet.2015.08.040

  日期：2015.10

  multi-component reaction strategy was developed for the construction of important building blocks, 2-amino 3-substituted quinazolinone derivatives from isatoic anhydride and amine with electrophilic cyanating compound, N-cyano-4-methyl-N-phenylbenzenesulfonamide (NCTS). The quinazolinone synthesis proceeds via a sequential series of reactions such as nucleophilic attack of the amine group on the carbonyl group

  开发了一种新颖的多组分反应策略，用于构造重要的结构单元，由异酸酐和胺与亲电子氰化化合物，N-氰基-4-甲基-N-苯基苯磺酰胺（NCTS）合成的2-氨基3-取代的喹唑啉酮衍生物。喹唑啉酮的合成是通过一系列连续的反应进行的，例如胺基对等酸酐的羰基的亲核攻击，然后开环和随后的脱羧，胺对腈的亲核攻击，然后杂环化。
• Synthesis of 2-Amino 3-Substituted Quinazolin-4(3H)-one Derivatives<i>via</i>Iodine-Mediated Guanidinylation of Pbf-Activated Thiourea
  作者：Jizhen Li、Yuhua Mi、Jianghua He、Xuyang Luo、Erkang Fan

  DOI：10.1002/jhet.1067

  日期：2013.3

  2‐Amino 3‐substituted‐quinazolin‐4(3H)‐one derivatives were synthesized from Pbf‐isothiocyanate and methyl anthranilate. The construction of the guanidine‐containing quinazolinone heterocyclic skeleton was achieved using Pbf‐activated thiourea treated with primary amines via iodine‐mediated guanidinylation. The desired compounds were obtained after Pbf cleavage by trifluoroacetic acid.