N-[Bis(methylthio)methylene]glycine methyl ester

Base Information

• Chemical Name: N-[Bis(methylthio)methylene]glycine methyl ester
• CAS No.: 58091-08-0
• Molecular Formula: C6H11NO2S2
• Molecular Weight: 193.291
• DSSTox Substance ID: DTXSID40407478
• Nikkaji Number: J857.122H
• Mol file: 58091-08-0.mol

Synonyms:N-[Bis(methylthio)methylene]glycine methyl ester;58091-08-0;Methyl 2-[bis(methylsulfanyl)methylideneamino]acetate;N-[bis(methylthio)methylene]glycinemethylester;Glycine, N-[bis(methylthio)methylene]-, methyl ester;SCHEMBL4128908;methyl 2-{[bis(methylsulfanyl)methylidene]amino}acetate;DTXSID40407478;XZAPFOKZCXRSDH-UHFFFAOYSA-N;AKOS024287931;HY-W141924;CS-0201715;FT-0640504;methyl 2-(bis(methylthio)methyleneamino)acetate;N-[bis(methylthio)methylene] glycine methyl ester;N-[Bis(methylthio)methylene]glycine methyl ester, 97%

Chemical Property of N-[Bis(methylthio)methylene]glycine methyl ester

Chemical Property:

• Vapor Pressure: 0.0133mmHg at 25°C
• Refractive Index: n20/D 1.547(lit.)
• Boiling Point: 259°C at 760 mmHg
• PKA: 1.35±0.50(Predicted)
• Flash Point: >230 °F
• Density: 1.217 g/mL at 25 °C(lit.)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 193.02312094
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98.5% ^*data from raw suppliers

N-[Bis(methylthio)methylene]glycine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CN=C(SC)SC

Technology Process of N-[Bis(methylthio)methylene]glycine methyl ester

There total 6 articles about N-[Bis(methylthio)methylene]glycine methyl ester 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: 70.0%

carbon disulfide (75-15-0,12122-00-8) + methoxycarbonylmethylamine (616-34-2) + methyl iodide (74-88-4) → methyl N-(bis(methyl)thiomethilene)glycinate (58091-08-0)

Guidance literature:

carbon disulfide; methoxycarbonylmethylamine; With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

methyl iodide; With triethylamine; In dichloromethane; Heating;

DOI:10.1016/S0040-4020(02)00094-7

Reference yield:

methyl threo-3-hydroxy-2-methylthiocarbamoyl-3-phenylpropanoate + methyl iodide (74-88-4) → methyl N-(bis(methyl)thiomethilene)glycinate (58091-08-0) + benzaldehyde (100-52-7) + methyl threo-N-phenylserinate + methyl erythro-N-phenylserinate

Guidance literature:

With potassium carbonate; In acetone; Heating;

DOI:10.1016/S0040-4020(01)80317-3

Reference yield:

methylsulphanylthiocarbonylaminoacetic acid methyl ester (58091-06-8) + methyl iodide (74-88-4) → methyl N-(bis(methyl)thiomethilene)glycinate (58091-08-0)

Guidance literature:

With potassium carbonate; In tetrahydrofuran;

DOI:10.1021/jo00869a006

upstream raw materials:

methylsulphanylthiocarbonylaminoacetic acid methyl ester

methyl iodide

carbon disulfide

glycine ethyl ester hydrochloride

Downstream raw materials:

Methyl N-(methylthiocarbonyl)glycinate

2-(methylthio)-4-thiazolecarboxylic acid methyl ester

2-Methylsulfanyl-1-phenyl-1H-imidazole-4-carboxylic acid methyl ester

methyl 3-(methylthio)-4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrrole-1-carboxylate