4-Acetamido-3-chlorobenzoic acid

Base Information

• Chemical Name: 4-Acetamido-3-chlorobenzoic acid
• CAS No.: 74114-62-8
• Molecular Formula: C9H8ClNO3
• Molecular Weight: 213.62
• DSSTox Substance ID: DTXSID20350493
• Nikkaji Number: J1.783.142I
• Wikidata: Q82126468
• Mol file: 74114-62-8.mol

Synonyms:4-acetamido-3-chlorobenzoic acid;74114-62-8;4-(acetylamino)-3-chlorobenzoic acid;3-CHLORO-4-ACETAMIDOBENZOIC ACID;Benzoic acid, 4-(acetylamino)-3-chloro-;AB-016/41252625;SCHEMBL1105954;4-acetamido-3-chlorobenzoicacid;DTXSID20350493;4-Acetylamino-3-chlorobenzoic acid;STK205666;AKOS005415874;CS-0259217;EN300-726462;4-(acetylamino)-3-chlorobenzoic acid, AldrichCPR

Chemical Property of 4-Acetamido-3-chlorobenzoic acid

Chemical Property:

• PSA: 69.89000
• LogP: 2.64610
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 213.0192708
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

4-Acetamido-3-chlorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)C(=O)O)Cl

Technology Process of 4-Acetamido-3-chlorobenzoic acid

There total 5 articles about 4-Acetamido-3-chlorobenzoic acid 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: 97.4%

N-(2-chloro-4-methylphenyl)acetamide (18931-78-7) → 4-acetamido-3-chlorobenzoic acid (74114-62-8)

Guidance literature:

With oxygen; cobalt(II) acetate; sodium bromide; In acetic acid; at 100 ℃; for 1.33333h;

Reference yield: 94.0%

4-amino-3-chlorobenzoic acid (2486-71-7) + acetyl chloride (75-36-5) → 4-acetamido-3-chlorobenzoic acid (74114-62-8)

Guidance literature:

In tetrahydrofuran;

Reference yield:

p-(acetylamino)benzoic acid (556-08-1) → 4-acetamido-3-chlorobenzoic acid (74114-62-8) + 3,5-dichloro-4-acetamidobenzoic acid (98588-83-1)

Guidance literature:

With chlorine; In acetic acid; at 20 - 25 ℃; Title compound not separated from byproducts;

upstream raw materials:

N-(2-chloro-4-methylphenyl)acetamide

p-(acetylamino)benzoic acid

2-chloro-4-methyl-benzenamine

4-amino-3-chlorobenzoic acid

Downstream raw materials:

4-amino-3-chlorobenzoic acid

N-allyl-2-chloro-4-cyanoacetanilide

N-(2-chloro-4-cyanophenyl)acetamide

N-(4-bromo-2-chlorophenyl)acetamide

Refernces

• 1、 Dias, Marylene,Gibson, Mandy,Grimshaw, James,Hill, Ian,Trocha-Grimshaw, Jadwiga,Hammerich, Ole. "Formation of N-acetyl-2,3-dihydroindoles by the electrochemical cleavage of the carbon-chlorine bond in N-allyl-2-chloroacetanilides". . p. 549 - 554. Retrieved 2007/10/03.
• 2、 Shcherbina, F. F.,Tmenov, D. N.,Lysukho, T. V.,Belous, N. P.. "SYNTHESIS OF p-AMINOBENZOIC ACID AND ITS HALOGEN DERIVATIVES BY LIQUID-PHASE CATALYTIC OXIDATION OF N-ACYLATED p-TOLUIDINES". . p. 340 - 342. Retrieved 2007/10/02.