Ethyl 3-[(chloroacetyl)amino]benzoate

Base Information

• Chemical Name: Ethyl 3-[(chloroacetyl)amino]benzoate
• CAS No.: 58915-19-8
• Molecular Formula: C11H12ClNO3
• Molecular Weight: 241.674
• Hs Code.: 2924299090
• NSC Number: 708443
• DSSTox Substance ID: DTXSID701277742
• ChEMBL ID: CHEMBL1970716
• Mol file: 58915-19-8.mol

Synonyms:58915-19-8;ethyl 3-[(chloroacetyl)amino]benzoate;ethyl 3-(2-chloroacetamido)benzoate;ethyl 3-[(2-chloroacetyl)amino]benzoate;3-(2-Chloro-acetylamino)-benzoic acid ethyl ester;ASISCHEM A63068;MFCD00711338;3-Chloroacetamido-benzoic acid ethyl ester;SCHEMBL6408672;CHEMBL1970716;DTXSID701277742;ethyl3-(2-chloroacetamido)benzoate;Ethyl3-[(chloroacetyl)amino]benzoate;NSC708443;STK734586;AKOS000295663;NSC-708443;LS-07616;NCI60_038408;D87453;Z57815715

Chemical Property of Ethyl 3-[(chloroacetyl)amino]benzoate

Chemical Property:

• Vapor Pressure: 3.44E-07mmHg at 25°C
• Boiling Point: 417.8oC at 760 mmHg
• PKA: 12.49±0.70(Predicted)
• Flash Point: 206.5oC
• PSA: 55.40000
• Density: 1.283g/cm3
• LogP: 2.11360
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-Chloro-acetylamino)-benzoic acid ethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-[(chloroacetyl)amino]benzoate

There total 2 articles about Ethyl 3-[(chloroacetyl)amino]benzoate 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:

3-aminobenzoic acid ethyl ester (582-33-2) + chloroacetyl chloride (79-04-9) → ethyl 3-(2-chloroacetamido)benzoate (58915-19-8)

Guidance literature:

Reference yield:

meta-aminobenzoic acid (99-05-8,159139-79-4) → ethyl 3-(2-chloroacetamido)benzoate (58915-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 4 h / 0 - 90 °C

2: triethylamine / dichloromethane / 12 h / 20 °C

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.5012/bkcs.2011.32.12.4444

Reference yield: 88.0%

4-(2-mercapto-4-oxobenzo[g]-quinazolin-3(4H)-yl)benzenesulfonamide + ethyl 3-(2-chloroacetamido)benzoate (58915-19-8) → ethyl 3-(2-(4-oxo-3-(4-sulfamoylphenyl)-3,4-dihydrobenzo[g]quinazolin-2-ylthio)acetamido)benzoate

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 10h;

DOI:10.1016/j.bioorg.2018.07.015

upstream raw materials:

3-aminobenzoic acid ethyl ester

chloroacetyl chloride

meta-aminobenzoic acid

Downstream raw materials:

3-(2-benzothiazol-2-ylsulfanyl-acetylamino)-benzoic acid ethyl ester

3-(2-benzooxazol-2-ylsulfanyl-acetylamino)-benzoic acid ethyl ester

2-benzooxazol-2-ylsulfanyl-N-(3-hydrazinocarbonyl-phenyl)-acetamide

2-benzothiazol-2-ylsulfanyl-N-(3-hydrazinocarbonyl-phenyl)-acetamide