Ethyl 2-(acetylamino)-4-chlorobenzoate

Base Information

• Chemical Name: Ethyl 2-(acetylamino)-4-chlorobenzoate
• CAS No.: 63243-77-6
• Molecular Formula: C11H12ClNO3
• Molecular Weight: 241.67100
• DSSTox Substance ID: DTXSID401283178
• Mol file: 63243-77-6.mol

Synonyms:ethyl 2-(acetylamino)-4-chlorobenzoate;ethyl 2-acetamido-4-chlorobenzoate;63243-77-6;DTXSID401283178;AN-584/43408163

Chemical Property of Ethyl 2-(acetylamino)-4-chlorobenzoate

Chemical Property:

• Melting Point: 76 °C (ethanol)
• PSA: 55.40000
• LogP: 2.54810
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 2-(acetylamino)-4-chlorobenzoate

There total 3 articles about Ethyl 2-(acetylamino)-4-chlorobenzoate 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: 49.0%

glyoxylic acid ethyl ester (924-44-7) + 3-Chloroacetanilide (588-07-8) → 2-acetylamino-4-chlorobenzoic acid ethyl ester (63243-77-6)

Guidance literature:

With tert.-butylhydroperoxide; palladium (II) trifluoroacetate; 1,3-bis-(diphenylphosphino)propane; In toluene; at 120 ℃; Inert atmosphere; Sealed tube;

DOI:10.1039/c2cc34473d

Reference yield:

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 3-Chloroacetanilide (588-07-8) → 2-acetylamino-4-chlorobenzoic acid ethyl ester (63243-77-6)

Guidance literature:

With palladium diacetate; Yield given. Multistep reaction; 1.) toluene, reflux 2.) room temp.;

DOI:10.1021/jo00335a019

Reference yield:

→ 2-acetylamino-4-chlorobenzoic acid ethyl ester (63243-77-6)

Guidance literature:

Ethyl-4-chloranthranilat, Ac2O;

DOI:10.1021/jo01331a008

upstream raw materials:

ethanol

carbon monoxide

3-Chloroacetanilide

glyoxylic acid ethyl ester

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