Benzyl (2-amino-2-sulfanylideneethyl)methylcarbamate

Base Information

• Chemical Name: Benzyl (2-amino-2-sulfanylideneethyl)methylcarbamate
• CAS No.: 115172-99-1
• Molecular Formula: C11H14N2O2S
• Molecular Weight: 238.31
• DSSTox Substance ID: DTXSID20554459
• Nikkaji Number: J2.043.155E
• Wikidata: Q82435460
• Mol file: 115172-99-1.mol

Synonyms:115172-99-1;Benzyl (2-amino-2-sulfanylideneethyl)methylcarbamate;SCHEMBL8328616;DTXSID20554459

Chemical Property of Benzyl (2-amino-2-sulfanylideneethyl)methylcarbamate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 238.07759887
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC(=S)N)C(=O)OCC1=CC=CC=C1

Technology Process of Benzyl (2-amino-2-sulfanylideneethyl)methylcarbamate

There total 3 articles about Benzyl (2-amino-2-sulfanylideneethyl)methylcarbamate 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%

N-benzyloxycarbonyl-N-methylaminoacetonitrile (95215-90-0) → Methyl-thiocarbamoylmethyl-carbamic acid benzyl ester (115172-99-1)

Guidance literature:

With hydrogen sulfide; triethylamine; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1055/s-1998-1879

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → Methyl-thiocarbamoylmethyl-carbamic acid benzyl ester (115172-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DIEA / CH₂Cl₂ / 5 h / Ambient temperature

2: 70 percent / H₂S, Et₃N / dimethylformamide / 16 h / Ambient temperature

With hydrogen sulfide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-1879

Reference yield:

phenylmethyl cyanomethylcarbamate (3589-41-1) → Methyl-thiocarbamoylmethyl-carbamic acid benzyl ester (115172-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium hydride / 1) THF, 0 deg C, 2) 18 h

2: 63 percent / hydrogen sulfide, triethylamine / pyridine

With hydrogen sulfide; sodium hydride; triethylamine; In pyridine;

DOI:10.1002/jhet.5570240604

upstream raw materials:

N-benzyloxycarbonyl-N-methylaminoacetonitrile

benzyl chloroformate

phenylmethyl cyanomethylcarbamate

Downstream raw materials:

Methyl-(4,5,6,7-tetrahydro-1H-benzoimidazol-2-ylmethyl)-carbamic acid benzyl ester

(4,5-Dimethyl-1H-imidazol-2-ylmethyl)-methyl-carbamic acid benzyl ester

2-(Benzyloxycarbonyl-methyl-amino)-thioacetimidic acid methyl ester

7-{2-[(Benzyloxycarbonyl-methyl-amino)-methyl]-thiazol-4-yl}-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid