Ethyl 4-[(chloroacetyl)amino]benzoate

Base Information

• Chemical Name: Ethyl 4-[(chloroacetyl)amino]benzoate
• CAS No.: 26226-72-2
• Molecular Formula: C11H12 Cl N O3
• Molecular Weight: 241.674
• European Community (EC) Number: 806-305-2
• NSC Number: 54533
• DSSTox Substance ID: DTXSID10288175
• Nikkaji Number: J40.699F
• Wikidata: Q82024482
• Mol file: 26226-72-2.mol

Synonyms:ethyl 4-[(chloroacetyl)amino]benzoate;26226-72-2;Ethyl 4-(2-chloroacetamido)benzoate;ethyl 4-[(2-chloroacetyl)amino]benzoate;MFCD00018909;4-(2-Chloroacetylamino)benzoic acid ethyl ester;NSC54533;SCHEMBL491660;ethyl p-chloroacetylaminobenzoate;DTXSID10288175;ZVRJEYAQESBSSH-UHFFFAOYSA-N;BBL007195;NSC-54533;STK118792;AKOS000268746;4-chloroacetamidobenzoic acid ethyl ester;BS-10262;Ethyl 4-(2-chloroacetamido)benzoate, 98%;CS-0188266;FT-0638586;EN300-17340;VU0612256-1;D81901;Benzoic acid, p-(2-chloroacetamido)-, ethyl ester;J-016330;Benzoic acid,4-[(2-chloroacetyl)amino]-,ethyl ester;Z56922089;F3358-0383

Chemical Property of Ethyl 4-[(chloroacetyl)amino]benzoate

Chemical Property:

• Vapor Pressure: 2.67E-07mmHg at 25°C
• Melting Point: 110-114 °C(lit.)
• Boiling Point: 421.1°Cat760mmHg
• Flash Point: 208.5°C
• PSA: 55.40000
• Density: 1.283g/cm³
• LogP: 2.11360
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-[(Chloroacetyl)amino]benzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Ethyl 4-[(chloroacetyl)amino]benzoate

There total 7 articles about Ethyl 4-[(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: 99.0%

chloroacetyl chloride (79-04-9) + p-aminoethylbenzoate (94-09-7) → 4-[(chloroacetyl)amino]-benzoic acid, ethyl ester (26226-72-2)

Guidance literature:

In benzene; for 5h; Reflux;

DOI:10.1134/S1070363221090073

Reference yield: 68.0%

→ 4-[(chloroacetyl)amino]-benzoic acid, ethyl ester (26226-72-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-[(chloroacetyl)amino]-benzoic acid, ethyl ester (26226-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. sulfuric acid / 6 h / Heating

1.2: 75 percent / aq. NH₃

2.1: 85 percent / diethyl ether / 3 h / 18 - 20 °C

With sulfuric acid; In diethyl ether;

upstream raw materials:

chloroacetic acid

p-aminoethylbenzoate

chloroacetyl chloride

4-amino-benzoic acid

Downstream raw materials:

p-(2-Dimethylaminoacetylamino)-benzoesaeureaethylester

N-(4-ethoxycarbonyl-phenyl)-glycine-(4-ethoxycarbonyl-anilide)

4-(2-benzothiazol-2-ylsulfanyl-acetylamino)-benzoic acid ethyl ester

NCI₂₈₈₀₄₉