o-Ethyl methylthiocarbamate

Base Information

• Chemical Name: o-Ethyl methylthiocarbamate
• CAS No.: 817-73-2
• Molecular Formula: C4H9NO2S
• Molecular Weight: 119.188
• DSSTox Substance ID: DTXSID30231249
• Nikkaji Number: J591.543K
• Mol file: 817-73-2.mol

Synonyms:o-Ethyl methylthiocarbamate;817-73-2;Carbamic acid, methylthio-, O-ethyl ester;C4H9NOS;Methylcarbamothioic acid, O-ethyl ester;ethyl N-methyl-thiocarbamate;o-Ethyl methylthiocarbamate #;SCHEMBL2107266;DTXSID30231249;Methylthiocarbamic acid ethyl ester;AKOS006348900;Methyl-thiocarbamic acid O-ethyl ester

Chemical Property of o-Ethyl methylthiocarbamate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.118g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 119.04048508
• Heavy Atom Count: 7
• Complexity: 64.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=S)NC

Technology Process of o-Ethyl methylthiocarbamate

There total 9 articles about o-Ethyl methylthiocarbamate 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: 95.8%

bis-ethoxythiocarbonyldisulfane (502-55-6) + methylamine (74-89-5) → ethyl N-methylthiocarbamate (817-73-2)

Guidance literature:

With oxygen; manganese (II) acetate tetrahydrate; triethylamine; at 50 ℃; for 1h; under 1500.15 Torr;

DOI:10.1007/s00706-010-0328-y

Reference yield: 83.0%

ethanol (64-17-5) + (trimethylsilyl)methyl isothiocyanate (18293-48-6) → ethyl N-methylthiocarbamate (817-73-2) + trimethylsilanylmethyl-thiocarbamic acid O-ethyl ester (198825-05-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 20 ℃; for 2h;

DOI:10.3987/COM-00-9131

Reference yield: 83.0%

N-chloromethylamine (6154-14-9) + potassium ethyl xanthogenate (140-89-6) → ethyl N-methylthiocarbamate (817-73-2)

Guidance literature:

In water;

DOI:10.1021/jo00273a041

upstream raw materials:

2-(ethoxycarbonothioylthio)acetic acid

methylamine

sodium ethanolate

methyl thioisocyanate

Downstream raw materials:

3-methyl-3,4,5,6-tetrahydro-cyclopentathiazol-2-one

3-methyl-4-[2]pyridyl-3H-thiazol-2-one; hydrobromide

4-(2-Diethylamino-ethyl)-3-methyl-Δ⁴-thiazolin-2-on

4-(2,4-dimethyl-phenyl)-3-methyl-3H-thiazol-2-one

Refernces

• 1、 Tsuge, Otohiko,Hatta, Taizo,Shinozuka, Masanori,Tashiro, Hideki. "Cycloaddition of new N-unsubstituted azomethine ylides generated from N-[(trimethylsilyl)methyl]thiocarbamates, synthetic equivalents of nonstabilized alkoxy- or alkylthionitrile ylides". . p. 249 - 254. Retrieved 2007/10/03.
• 2、 Scully, Frank E.,Ortega, Teresita. "Formation of Thiocarbamates in the Oxidative Condensation of Amines and Organic N-Chloroamines with Potassium Ethyl Xanthate". . p. 2978 - 2980. Retrieved 2007/10/02.