Ethyl beta-[[[(2-chloroethyl)amino]carbonyl]amino]benzenepropanoate

Base Information

• Chemical Name: Ethyl beta-[[[(2-chloroethyl)amino]carbonyl]amino]benzenepropanoate
• CAS No.: 210161-76-5
• Molecular Formula: C₁₄H₁₉ClN₂O₃
• Molecular Weight: 298.769
• DSSTox Substance ID: DTXSID201172486
• Mol file: 210161-76-5.mol

Synonyms:DTXSID201172486;210161-76-5

Chemical Property of Ethyl beta-[[[(2-chloroethyl)amino]carbonyl]amino]benzenepropanoate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 298.1084202
• Heavy Atom Count: 20
• Complexity: 307

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CC(C1=CC=CC=C1)NC(=O)NCCCl

Technology Process of Ethyl beta-[[[(2-chloroethyl)amino]carbonyl]amino]benzenepropanoate

There total 2 articles about Ethyl beta-[[[(2-chloroethyl)amino]carbonyl]amino]benzenepropanoate 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: 97.0%

2-chloroethyl isothiocyanate (1943-83-5) + ethyl 3-amino-3-phenylpropanoate hydrochloride (29754-04-9,340188-50-3) → ethyl-3-[3N'-(2-chloroethyl)ureido]-3-phenylpropionate (210161-76-5)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 2h;

Reference yield:

3-Amino-3-phenylpropionic acid (3646-50-2) → ethyl-3-[3N'-(2-chloroethyl)ureido]-3-phenylpropionate (210161-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / thionyl chloride / ethanol / 5 h / Heating

2: 97 percent / triethylamine / CHCl₃ / 2 h / 20 °C

With thionyl chloride; triethylamine; In ethanol; chloroform; 1: Esterification / 2: Addition;

Reference yield: 93.0%

ethyl-3-[3N'-(2-chloroethyl)ureido]-3-phenylpropionate (210161-76-5) → ethyl-3-[3-N'-(2-chloroethyl)-3N'-nitrosoureido]-3-phenylpropionate

Guidance literature:

With sodium nitrite; In formic acid; at 20 ℃; for 2h;

upstream raw materials:

2-chloroethyl isothiocyanate

ethyl 3-amino-3-phenylpropanoate hydrochloride

3-Amino-3-phenylpropionic acid