4-(4-bromophenyl)oxazol-2-amine | 79221-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-bromophenyl)oxazol-2-amine
• 英文别名: 4-(4-bromo-phenyl)-oxazol-2-ylamine；4-(4-Bromophenyl)-1,3-oxazol-2-amine
• CAS: 79221-16-2
• 化学式: C₉H₇BrN₂O
• 分子量: 239.071
• InChiKey: ZHTSSIRJJMSYHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-bromophenyl)oxazol-2-amine 在 potassium tert-butylate 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 0.76h， 生成 N-[4,6-bis(4-bromophenyl)pyrimidin-2-yl]-2-{N-[4-(4-bromophenyl)-1,3-oxazol-2-yl]sulfamoyl}acetamide
  参考文献：
  名称：

  超声作用下酰氨基磺酰氨基杂芳烃的合成及其抗菌活性

  摘要：

  报道了一种在 THF 中分散钠的情况下，在超声处理下，杂芳胺与氯磺酰乙酸乙酯的 N-磺酰化的方便和简便的方法。相应的杂芳基磺酰氨基酯与杂芳基胺在弱碱存在下在THF中超声处理下直接缩合得到酰氨基磺酰氨基杂芳烃。利用简单的反应条件、更短的反应时间以及在超声处理下以高产率分离产物，使该方法在经济上可行。化合物12c、12d、12f和13f是针对枯草芽孢杆菌的潜在抗菌剂，化合物12f、13c和13f是针对黑曲霉的潜在抗真菌剂。

  DOI：

  10.1002/cbdv.201900291
• 作为产物：
  描述：

  4-溴苯乙酮 在 N-溴代丁二酰亚胺(NBS) 作用下， 反应 0.22h， 生成 4-(4-bromophenyl)oxazol-2-amine
  参考文献：
  名称：

  Comparative material study and synthesis of 4-(4-nitrophenyl)oxazol-2-amine via sonochemical and thermal method

  摘要：

  The present paper deals with the synthesis of aminooxazole derivatives via thermal and ultrasonic methods using deep eutectic solvent as medium. It was observed that ultrasound-assisted method gave 90% yield in just 8 min as against 3.5 h required to get 69% yield by thermal method. One of the compounds 4-(4-nitrophenyl)-1,3-oxazol-2-amine synthesized by both methods were subjected to material characterization study via XRD, TGA and SEM analysis. It was observed that use of ultrasound not only increased the rate of reaction but also improved the quality of product obtained. The crystallinity of the product from ultrasound method was 21.12% whereas thermal method fetched only 8.33% crystallinity thereby improving crystallinity by almost 60%. In addition, sonochemical synthesis also saved more than 70% energy as depicted by energy calculations. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2012.09.002

文献信息

• Synthesis, Characterization, and Antioxidant Activity of a New Class of Amido linked Azolyl Thiophenes
  作者：Sreenivasulu Thatha、Nagarjuna Ummadi、Padmavathi Venkatapuram、Padmaja Adivireddy

  DOI：10.1002/jhet.3177

  日期：2018.6

  A new class of amido linked azolyl thiophenes was prepared from the synthetic intermediates azolyl amines and 5‐chlorothiophene‐2‐carbonyl chloride adopting conventional and ultrasonication methodologies. It was observed that the reaction took place in shorter reaction times with higher yields under ultrasonication. The structures of the synthesized compounds were characterized by spectral parameters

  采用常规方法和超声方法，由合成中间体偶氮基胺和5-氯噻吩-2-羰基氯制备了新型的酰胺基连接的偶氮基噻吩。观察到，在超声作用下，反应以较短的反应时间发生，并且产率更高。通过光谱参数表征合成的化合物的结构，并测试其抗氧化活性。在所有测试的化合物中，甲氧基取代的恶唑基噻吩羧酰胺（8c）显示出有希望的抗氧化活性。此外，与吸电子基团相比，苯环上的给电子基团增强了抗氧化活性。
• Synthesis and Antimicrobial Activity of Azolyl Pyrimidines
  作者：Ragavendra Butta、Sowmya Donthamsetty V、Padmaja Adivireddy、Padmavathi Venkatapuram

  DOI：10.1002/jhet.2615

  日期：2017.1

  A new class of azolyl pyrimidines linked by diamino sulfone moiety was prepared and studied their antimicrobial activity. Chloro‐substituted and nitro‐substituted thiazolyl pyrimidines (9c and 9e) showed excellent antibacterial activity against Bacillus subtilis, while imidazolyl pyrimidines (10c and 10e) exhibited promising antifungal activity against Aspergillus niger.

  制备了一类新型的由二氨基砜部分连接的偶氮基嘧啶，并研究了它们的抗菌活性。氯取代和硝基取代的噻唑基嘧啶（9c和9e）对枯草芽孢杆菌具有出色的抗菌活性，而咪唑基嘧啶（10c和10e）对黑曲霉具有很好的抗真菌活性。
• Synthesis, antioxidant, and antiviral properties of pyrimidinylsulfamoyl azolyl acetamides
  作者：Kuppi Reddy Gari Divya、Donthamsetty V. Sowmya、Suram Durgamma、Vadlamudi Tharanath、Divi Venkataramana Sai Gopal、Malaka Venkateshwarulu Jyothi Kumar、Chippada Appa Rao、Adivireddy Padmaja、Venkatapuram Padmavathi

  DOI：10.1007/s00044-017-1956-0

  日期：2017.10

  A new class of pyrimidinylsulfamoyl azolyl acetamides was prepared from 2-pyrimidinylsulfamoyl acetic acid and 2-aminoazoles. The methoxy substituted pyrimidinylsulfamoyl oxazolyl acetamide (8e) displayed moderate antioxidant activity. The methyl and methoxy substituted pyrimidinylsulfamoyl oxazolyl acetamides (8b, 8e) exhibited antiviral activity on BHK 21 cell lines with IC50 63.5, 44.5 µg/mL, respectively

  由2-嘧啶基氨磺酰基乙酸和2-氨基唑制备了一类新的嘧啶基氨磺酰基偶氮基乙酰胺。甲氧基取代的嘧啶基磺氨酰基恶唑基乙酰胺（8e）显示中等的抗氧化活性。甲基和甲氧基取代的嘧啶基磺氨酰基恶唑基乙酰胺（8b，8e）对BHK 21细胞株分别表现出抗病毒活性，IC 50为63.5，44.5 µg / mL。化合物8e抑制了蓝舌病毒在细胞系中诱导的细胞病变。
• Synthesis, antimicrobial, and anti-inflammatory activities of acetamido pyrrolyl azoles
  作者：Donthamsetty V. Sowmya、Shaik Sharafuddin Basha、Palampalli Uma Maheswari Devi、Yerraguravagari Lavanyalatha、Adivireddy Padmaja、Venkatapuram Padmavathi

  DOI：10.1007/s00044-017-1801-5

  日期：2017.5

  for their antimicrobial and anti-inflammatory activities. The nitro substituted acetamido pyrrolyl thiazole (11f) and pyrrolyl imidazole (12f) exhibited promising antibacterial activity against K. pneumoniae. The compound 12f showed good antifungal activity against P. chrysogenum. The methoxy acetamido pyrrolyl oxazole (10c) displayed potential anti-inflammatory activity.

  制备了乙酰胺基吡咯基恶唑/噻唑/咪唑并测试了它们的抗微生物和抗炎活性。硝基取代的乙酰氨基吡咯噻唑（11f）和吡咯咪唑（12f）对肺炎克雷伯菌具有良好的抗菌活性。化合物12f对产黄疟原虫具有良好的抑菌活性。甲氧基乙酰氨基吡咯基恶唑（10c）显示出潜在的抗炎活性。
• Synthesis and antimicrobial activity of bis(azolyl)quinazoline-2,4-diamines
  作者：Tamatam Rekha、Suram Durgamma、Adivireddy Padmaja、Venkatapuram Padmavathi

  DOI：10.1007/s00706-017-1981-1

  日期：2017.10

  new bis(azolylamino)- and bis(azolylmethylamino)quinazolines were prepared from 2,4-dichloroquinazoline and azolyl amines under ultrasonication and tested for their antimicrobial activity. The chloro-, bromo-, and nitro-substituted bis(thiazolylamino)quinazolines displayed excellent antibacterial activity against Bacillus subtilis whereas unsubstituted, chloro-, bromo-, and nitro-substituted bis(im

  摘要在超声条件下，由2,4-二氯喹唑啉和偶氮基胺制备了一些新的双（偶氮基氨基）-和双（偶氮基甲基氨基）喹唑啉，并测试了它们的抗菌活性。氯，溴和硝基取代的双（噻唑基氨基）喹唑啉类对枯草芽孢杆菌显示出优异的抗菌活性，而未取代的氯，溴和硝基取代的双（咪唑基氨基）喹唑啉类对黑曲霉表现出优异的抗真菌活性。 图形概要