(N-CBZ-METHYLAMINO)ACETONITRILE

Base Information

• Chemical Name: (N-CBZ-METHYLAMINO)ACETONITRILE
• CAS No.: 95215-90-0
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.22500
• Mol file: 95215-90-0.mol

Synonyms:Cyanomethyl-methyl-carbamic acid benzyl ester;(cyanomethyl)methylcarbamic acid, phenylmethyl ester;

Chemical Property of (N-CBZ-METHYLAMINO)ACETONITRILE

Chemical Property:

• PSA: 53.33000
• LogP: 1.77858

Purity/Quality:

(N-CBZ-METHYLAMINO)ACETONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (N-CBZ-METHYLAMINO)ACETONITRILE

There total 2 articles about (N-CBZ-METHYLAMINO)ACETONITRILE 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:

2-(methylamino)acetonitrile hydrochloride (25808-30-4) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-N-methylaminoacetonitrile (95215-90-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 5h; Yield given; Ambient temperature;

DOI:10.1055/s-1998-1879

Reference yield:

phenylmethyl cyanomethylcarbamate (3589-41-1) + methyl iodide (74-88-4) → N-benzyloxycarbonyl-N-methylaminoacetonitrile (95215-90-0)

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%

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

upstream raw materials:

phenylmethyl cyanomethylcarbamate

methyl iodide

2-(methylamino)acetonitrile hydrochloride

benzyl chloroformate

Downstream raw materials:

Methyl-thiocarbamoylmethyl-carbamic acid benzyl ester

O-Ethyl-N-(benzyloxycarbonyl)sarcosinthioat

(E)-Ethyl-N-(benzyloxycarbonyl)sarkosinhydroximat

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

Refernces

• 1、 Culbertson,Domagala,Peterson,Bongers,Nichols. "New 7-substituted quinolone antibacterial agents. The synthesis of 1-ethyl-1,4-dihydro-4-oxo-7-(2-thiazolyl and 4-thiazolyl)-3-quinolinecarboxylic acids". . p. 1509 - 1520. Retrieved 2007/10/02.