2-methylphenoxathiine

Base Information

• Chemical Name: 2-methylphenoxathiine
• CAS No.: 6103-33-9
• Molecular Formula: C13H10OS
• Molecular Weight: 214.2829
• Mol file: 6103-33-9.mol

Synonyms:

Chemical Property of 2-methylphenoxathiine

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Boiling Point: 332.6°C at 760 mmHg
• Flash Point: 155°C
• Density: 1.239g/cm³

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methylphenoxathiine

There total 6 articles about 2-methylphenoxathiine 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: 86.0%

(2-hydroxy-5-methylphenyl)(2′-bromophenyl)sulfane (1350815-03-0) → 2-methylphenoxathiin (6103-33-9)

Guidance literature:

With copper(I) thiophene-2-carboxylate; In N,N-dimethyl acetamide; at 100 ℃; for 18h;

DOI:10.1039/d2ob00022a

Reference yield:

S-(2-hydroxyphenyl) 4-toluenethiosulfonate + 4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (262373-15-9) → 3-methylphenoxathiine (46412-20-8) + 2-methylphenoxathiin (6103-33-9)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In Triethylene glycol dimethyl ether; at 20 ℃; for 24h; Overall yield = 73 percent; Inert atmosphere;

DOI:10.1246/cl.200132

Reference yield:

p-cresol (106-44-5) + 1-((2-bromo)-phenylthio)pyrrolidine-2,5-dione (1541160-62-6) → 2-methylphenoxathiin (6103-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 4,4′-dimethoxy diphenyl sulfide; 1-n-butyl-3-methylimidazolium bistrifluoromethylsulfonylamide; ferric(III) chloride / chloroform / 0.5 h / 75 °C / Sealed tube

2: copper(I) thiophene-2-carboxylate / N,N-dimethyl acetamide / 18 h / 100 °C

With ferric(III) chloride; copper(I) thiophene-2-carboxylate; 4,4′-dimethoxy diphenyl sulfide; 1-n-butyl-3-methylimidazolium bistrifluoromethylsulfonylamide; In chloroform; N,N-dimethyl acetamide;

DOI:10.1039/d2ob00022a

upstream raw materials:

4-phenoxytoluene

aluminium trichloride

p-cresol

bis(2-bromophenyl) disulfide

Refernces

• 1、 Hosoya, Takamitsu,Kanemoto, Kazuya,Sakata, Yuki,Yoshida, Suguru. "Synthesis of phenoxathiins and phenothiazines by aryne reactions with thiosulfonates". supporting information. p. 593 - 596. Retrieved 2020/05/19.