4-Amino-3-chlorobenzoic acid

Base Information

• Chemical Name: 4-Amino-3-chlorobenzoic acid
• CAS No.: 2486-71-7
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 29224999
• European Community (EC) Number: 219-630-4
• NSC Number: 212132
• UNII: GBC9H9RW4T
• DSSTox Substance ID: DTXSID00179563
• Nikkaji Number: J80.503C
• Wikidata: Q72434268
• ChEMBL ID: CHEMBL3278368
• Mol file: 2486-71-7.mol

Synonyms:3-chloro-PABA;4-amino-3-chlorobenzoic acid

Chemical Property of 4-Amino-3-chlorobenzoic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 3.15E-05mmHg at 25°C
• Melting Point: 228 °C
• Boiling Point: 341.2 °C at 760 mmHg
• PKA: 4.49±0.10(Predicted)
• Flash Point: 160.2 °C
• PSA: 63.32000
• Density: 1.476 g/cm³
• LogP: 2.20160
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-3-chlorobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)Cl)N
• Uses: 4-?Amino-?3-?chlorobenzoic Acid is a reagent used in the synthesis of orally bioavailable 1H-Pyrrolo[3,2-c]pyridine inhibitors of mitotic kinase MPS1which is overexpressed in cancer cell lines.

Technology Process of 4-Amino-3-chlorobenzoic acid

There total 11 articles about 4-Amino-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: 92.0%

methyl 4-amino-3-chlorobenzoate (84228-44-4) → 4-amino-3-chlorobenzoic acid (2486-71-7)

Guidance literature:

methyl 4-amino-3-chlorobenzoate; With sodium hydroxide; In ethanol; water; for 2h; Heating / reflux;

In water; pH=4; Acidic aqueous solution;

Reference yield: 63.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-amino-3-chlorobenzoic acid (2486-71-7)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In water; at 45 ℃; for 4h;

DOI:10.1021/op980083s

Reference yield: 59.0%

4-amino-3-chlorobenzonitrile (21803-75-8) → 4-amino-3-chlorobenzoic acid (2486-71-7)

Guidance literature:

In tetrahydrofuran; hydrogenchloride; toluene;

upstream raw materials:

4-acetamido-3-chlorobenzoic acid

p-(acetylamino)benzoic acid

4-amino-3-chlorobenzonitrile

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

Downstream raw materials:

N-(4-amino-3-chlorobenzoyl)-(αS,γR)-γ-fluoroglutamic acid α,γ-diisopropyl ester

methyl 4-amino-3-chlorobenzoate

4-amino-3-chloro-N-thiazol-2-yl-benzamide

C₂₀H₂₂ClN₅O₃