5-(Acetylamino)-2-chlorobenzoic acid

Base Information

• Chemical Name: 5-(Acetylamino)-2-chlorobenzoic acid
• CAS No.: 719282-11-8
• Molecular Formula: C9H8ClNO3
• Molecular Weight: 213.62
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80350494
• Wikidata: Q82126469
• Mol file: 719282-11-8.mol

Synonyms:5-(acetylamino)-2-chlorobenzoic acid;719282-11-8;5-acetamido-2-chlorobenzoic acid;2-chloro-5-acetamidobenzoic acid;SCHEMBL2499018;5-acetamido-2-chlorobenzoicacid;DTXSID80350494;AMOFQIUOTAJRKS-UHFFFAOYSA-N;CHEMBRDG-BB 9070752;AR3200;MFCD00466845;5-Acetylamino-2-Chloro-Benzoic Acid;AKOS000104736;DS-5255;AM804275;CS-0038451;EN300-112213;A914427;AG-205/01879045;Z364361266

Chemical Property of 5-(Acetylamino)-2-chlorobenzoic acid

Chemical Property:

• Vapor Pressure: 5.36E-09mmHg at 25°C
• Boiling Point: 453°C at 760 mmHg
• Flash Point: 227.8°C
• PSA: 66.40000
• Density: 1.453g/cm³
• LogP: 2.06960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• 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

5-Acetamido-2-chlorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=C(C=C1)Cl)C(=O)O
• Uses: 5-Acetamido-2-chlorobenzoic Acid is used for preparation of 2-amino-5-substituted pyrimidine kinase inhibitors and use in therapy.

Technology Process of 5-(Acetylamino)-2-chlorobenzoic acid

There total 6 articles about 5-(Acetylamino)-2-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: 27.0%

2-chloro-5-aminobenzoic acid (89-54-3) + acetyl chloride (75-36-5) → 5-acetylamino-2-chloro-benzoic acid (719282-11-8)

Guidance literature:

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

Reference yield:

acetic anhydride (108-24-7) → 5-acetylamino-2-chloro-benzoic acid (719282-11-8)

Guidance literature:

With sodium acetate;

DOI:10.1002/hlca.19380210108

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) → 5-acetylamino-2-chloro-benzoic acid (719282-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; aqueous hydrochloric acid

2: aqueous sodium carbonate-solution

With hydrogenchloride; iron; sodium carbonate;

DOI:10.1039/jr9460000102

upstream raw materials:

N-(4-chloro-3-methylphenyl)acetamide

2-chloro-5-aminobenzoic acid

acetic anhydride

acetyl chloride

Downstream raw materials:

2,6-diamino-9(10H)-acridone

5-acetylamino-2-(3-nitro-anilino)-benzoic acid

4-acetamidodiphenylamine-2-carboxylic acid

3-acetylamino-6-chloro-2-nitro-benzoic acid

Refernces