1-azaphenoxathiin

Base Information

• Chemical Name: 1-azaphenoxathiin
• CAS No.: 65424-02-4
• Molecular Formula: C₁₁H₇NOS
• Molecular Weight: 201.249
• Hs Code.: 2934999090
• Mol file: 65424-02-4.mol

Synonyms:1-Azaphenoxathiin

Chemical Property of 1-azaphenoxathiin

Chemical Property:

• Vapor Pressure: 0.000184mmHg at 25°C
• Melting Point: 66-68 °C
• Boiling Point: 339.2°C at 760 mmHg
• PKA: 1.46±0.20(Predicted)
• Flash Point: 158.9°C
• PSA: 47.42000
• Density: 1.343g/cm³
• LogP: 3.33850

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-azaphenoxathiin

There total 4 articles about 1-azaphenoxathiin 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: 74.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) + ortho-mercaptophenol (1121-24-0) → 1,4-Benzoxathiino<3,2-b>pyridine (65424-02-4)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 60 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0032-1316863

Reference yield: 19.0%

2-mercapto-3-pyridinol (23003-22-7) + 2-Chloronitrobenzene (88-73-3) → 1,4-Benzoxathiino<3,2-b>pyridine (65424-02-4)

Guidance literature:

With sodium hydride; In acetonitrile; for 18h; Heating;

DOI:10.1021/jm00177a028

Reference yield:

2-mercapto-3-pyridinol (23003-22-7) + (o-dichlorobenzene)(cyclopentadienyl)iron hexafluorophosphate → 1,4-Benzoxathiino<3,2-b>pyridine (65424-02-4)

Guidance literature:

With ammonium hexafluorophosphate; potassium carbonate; Yield given. Multistep reaction; 1) THF, reflux, 2-4 h; 2) pyrolytic sublimation;

upstream raw materials:

2-mercapto-3-pyridinol

2-Chloronitrobenzene

2-Chloro-3-nitropyridine

ortho-mercaptophenol

Refernces

• 1、 Hu, Fangdong,Zhao, Xin,Li, Yanqiu,Feng, Lei,Ma, Chen. "Regioselective synthesis of phenoxathiin derivatives under transition-metal-free conditions". . p. 966 - 970. Retrieved 2013/05/09.
• 2、 Elliott, Arthur J.,Eisenstein, Norman,Iorio, Louis C.. "Central Nervous System Activity of 7-Substituted 1-Azaphenoxathiin Analogues and Their Oxidation Products". . p. 333 - 335. Retrieved 2007/10/02.