2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE

Base Information

• Chemical Name: 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE
• CAS No.: 1218-69-5
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• Hs Code.: 2934999090
• Mol file: 1218-69-5.mol

Synonyms:4H-1,3-Benzoxazin-4-one,2-(o-hydroxyphenyl)- (7CI,8CI);2-(2-Hydroxyphenyl)benz[e][1,3]oxazin-4-one;2-(2'-Hydroxyphenyl)-4H-1,3-benzoxazin-4-one;2-(2-Hydroxyphenyl)-4H-1,3-benzoxazin-4-one;

Chemical Property of 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 204.0 to 208.0 °C
• Refractive Index: 1.657
• Boiling Point: 424.951 °C at 760 mmHg
• PKA: 8.07±0.35(Predicted)
• Flash Point: 210.803 °C
• PSA: 63.33000
• Density: 1.342 g/cm³
• LogP: 2.56060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Very Slightly, Heated)

Purity/Quality:

98% ^*data from raw suppliers

2-(2-Hydroxyphenyl)-4H-1,3-benzoxazin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the production of Deferasirox.

Technology Process of 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE

There total 12 articles about 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

salicylamide (65-45-2) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one (1218-69-5)

Guidance literature:

salicylic acid; With thionyl chloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 10 - 40 ℃; for 1.5h;

salicylamide; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 2h;

DOI:10.1002/jlcr.3266

Reference yield: 94.0%

2-hydroxy-N-(2-hydroxybenzoyl)benzamide (1972-71-0) → 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one (1218-69-5)

Guidance literature:

2-hydroxy-N-(2-hydroxybenzoyl)benzamide; With toluene-4-sulfonic acid; In toluene; at 150 ℃; for 6h;

With triethylamine; In toluene; at 60 ℃;

Reference yield: 78.0%

2-phenyl-4H-1,3-benzoxazin-4-one (3084-52-4) → 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one (1218-69-5)

Guidance literature:

With potassium peroxymonosulfate sulfate; palladium diacetate; tert-butylammonium hexafluorophosphate(V); In acetonitrile; at 50 ℃; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Mechanism; Electrochemical reaction;

DOI:10.1002/adsc.202000173

upstream raw materials:

salicylamide

salicylic acid

salicyloyl chloride

ethanolamine

Downstream raw materials:

2-(2'-Hydroxyphenyl)-2-oxazolin

2-Hydroxy-N-(2-hydroxy-ethyl)-benzamidine

2-(2-hydroxyphenyl)-2-oxazoline hydrochloride

3,5-bis(2-hydroxyphenyl)-1-(4-methoxyphenyl)-1H-[1,2,4]triazole

Refernces

• 1、 Jiang, Junrong. "Synthesis of novel 2,4-Di(o-hydroxyphenyl)-6-substituted amino-1,3,5-triazine". . p. 1959 - 1960. Retrieved 2015.
• 2、 Zhang, Yujian,Yang, Heyi,Ma, Huili,Bian, Gaofeng,Zang, Qiguang,Sun, Jingwei,Zhang, Cheng,An, Zhongfu,Wong, Wai-Yeung. "Excitation Wavelength Dependent Fluorescence of an ESIPT Triazole Derivative for Amine Sensing and Anti-Counterfeiting Applications". . p. 8773 - 8778. Retrieved 2019.
• 3、 Amanlou, Massoud,Azizian, Homa,Balalaie, Saeed,Biglar, Mahmood,Fathi Vavsari, Vaezeh,Mahernia, Shabnam,Sadeghi Alavijeh, Nahid,Salehi Ashani, Razieh,Sheysi, Niloofar. "Synthesis, Biological Evaluation and Molecular Docking of Deferasirox and Substituted 1,2,4-Triazole Derivatives as Novel Potent Urease Inhibitors: Proposing Repositioning Candidate". . . Retrieved 2020.
• 4、 Han, Hai-Hao,He, Xiao-Peng,Huang, Dan-Ying,Li, Jia,Sedgwick, Adam C.,Sen, Sajal,Sessler, Jonathan L.,Steinbrueck, Axel,Zang, Yi,Zhao, Michael Y.. "In vitrostudies of deferasirox derivatives as potential organelle-targeting traceable anti-cancer therapeutics". supporting information. p. 5678 - 5681. Retrieved 2021/06/16.
• 5、 Chen, Jianwen,Jiang, Caibao,Lao, Yaoqiang,Li, Xinhua,Liang, Jie,Liao, Liping,Shi, Jinguo,Wang, Yang,Wen, Jin,Zhang, Jingxia,Zhou, Shujia. "Synthesis and biological evaluation of 1,2,4-triazole derivatives as potential neuroprotectant against ischemic brain injury". . . Retrieved 2020/02/15.