N-Methyl-N-(3-methylphenyl)-1-naphthalen-2-yloxy-methanethioamide

Base Information

• Chemical Name: N-Methyl-N-(3-methylphenyl)-1-naphthalen-2-yloxy-methanethioamide
• CAS No.: 94256-64-1
• Molecular Formula: C₁₉H₁₇NOS
• Molecular Weight: 307.416
• Mol file: 94256-64-1.mol

Synonyms:O-2-Naphthyl methyl(3-methylphenyl)carbamothioate;O-Naphthalen-2-yl methyl(3-methylphenyl)carbamothioate;Tolnaftate;NSC 233648;Carbanilic acid, N,m-dimethylthio-, O-2-naphthyl ester;2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate;Naphthiomate T;Phytoderm;Sporiline;

Chemical Property of N-Methyl-N-(3-methylphenyl)-1-naphthalen-2-yloxy-methanethioamide

Chemical Property:

• Boiling Point: 453.4 °C at 760 mmHg
• Flash Point: 228 °C
• PSA: 44.56000
• Density: 1.223 g/cm³
• LogP: 4.94830

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Methyl-N-(3-methylphenyl)-1-naphthalen-2-yloxy-methanethioamide

There total 4 articles about N-Methyl-N-(3-methylphenyl)-1-naphthalen-2-yloxy-methanethioamide 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:

N-methyl-N-(3-methylphenyl)thioformyl chloride (36592-58-2) + β-naphthol (135-19-3) → tolnaftate (2398-96-1,94256-64-1)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; In toluene; for 5h; Reflux;

Reference yield:

N-methyl-N-(3-methylphenyl)carboxamide (39970-42-8) → tolnaftate (2398-96-1,94256-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetraphosphorus decasulfide / toluene / Reflux

2: thionyl chloride / toluene / 2 h / Reflux

3: tetrabutylammomium bromide; sodium carbonate / toluene / 5 h / Reflux

With thionyl chloride; tetraphosphorus decasulfide; tetrabutylammomium bromide; sodium carbonate; In toluene;

Reference yield:

N-methyl-m-toluidine (696-44-6) → tolnaftate (2398-96-1,94256-64-1)

Guidance literature:

Multi-step reaction with 4 steps

1: zinc / 40 °C / Reflux

2: tetraphosphorus decasulfide / toluene / Reflux

3: thionyl chloride / toluene / 2 h / Reflux

4: tetrabutylammomium bromide; sodium carbonate / toluene / 5 h / Reflux

With thionyl chloride; tetraphosphorus decasulfide; tetrabutylammomium bromide; sodium carbonate; zinc; In toluene;

upstream raw materials:

N-methyl-N-(3-methylphenyl)carboxamide

N-methyl-m-toluidine

N-methyl-N-(3-methylphenyl)thioformyl chloride

β-naphthol

Downstream raw materials:

Methyl-m-tolyl-carbamic acid naphthalen-2-yl ester

Refernces

• 1、 -. "A N-methyl-N-(3-methyl phenyl) dithio-2-clamping the method for the preparation of". . . Retrieved 2017/05/26.