Benzyl (cyanomethyl)ethylcarbamate

Base Information

• Chemical Name: Benzyl (cyanomethyl)ethylcarbamate
• CAS No.: 115172-96-8
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.25
• DSSTox Substance ID: DTXSID00554457
• Wikidata: Q82435458
• Mol file: 115172-96-8.mol

Synonyms:benzyl N-(cyanomethyl)-N-ethylcarbamate;115172-96-8;BENZYL CYANOMETHYLETHYLCARBAMATE;Benzyl (cyanomethyl)ethylcarbamate;DTXSID00554457;EN300-6251951

Chemical Property of Benzyl (cyanomethyl)ethylcarbamate

Chemical Property:

• Boiling Point: 356.0±31.0 °C(Predicted)
• PKA: -1.96±0.70(Predicted)
• PSA: 53.33000
• Density: 1.134±0.06 g/cm3(Predicted)
• LogP: 2.16868
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 263

Purity/Quality:

BENZYL-CYANOMETHYLETHYLCARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC#N)C(=O)OCC1=CC=CC=C1

Technology Process of Benzyl (cyanomethyl)ethylcarbamate

There total 1 articles about Benzyl (cyanomethyl)ethylcarbamate 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:

phenylmethyl cyanomethylcarbamate (3589-41-1) + ethyl iodide (75-03-6) → (cyanomethyl)ethylcarbamic acid, phenylmethyl ester (115172-96-8)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) THF, 0 deg C, 2) 18 h;

DOI:10.1002/jhet.5570240604

Reference yield: 70.0%

(cyanomethyl)ethylcarbamic acid, phenylmethyl ester (115172-96-8) → Ethyl-thiocarbamoylmethyl-carbamic acid benzyl ester (115173-00-7)

Guidance literature:

With hydrogen sulfide; triethylamine; In pyridine;

DOI:10.1002/jhet.5570240604

Reference yield:

(cyanomethyl)ethylcarbamic acid, phenylmethyl ester (115172-96-8) → 7-{2-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-thiazol-4-yl}-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (115173-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / hydrogen sulfide, triethylamine / pyridine

2: 2) triethylamine / 1) overnight, room temp., 2) 1h

With hydrogen sulfide; triethylamine; In pyridine;

DOI:10.1002/jhet.5570240604

upstream raw materials:

phenylmethyl cyanomethylcarbamate

ethyl iodide

Downstream raw materials:

Ethyl-thiocarbamoylmethyl-carbamic acid benzyl ester

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

Refernces