2-Amino-4-cyanobenzoic acid

Base Information

• Chemical Name: 2-Amino-4-cyanobenzoic acid
• CAS No.: 64630-00-8
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.148
• Hs Code.: 2926907090
• European Community (EC) Number: 894-440-8
• Nikkaji Number: J612.094F
• Mol file: 64630-00-8.mol

Synonyms:2-Amino-4-cyanobenzoic acid;64630-00-8;2-amino-4Cyanobenzoic acid;2-amino-4-cyano-benzoic Acid;Benzoic acid, 2-amino-4-cyano-;2-Amino-4-cyanobenzoicacid;SCHEMBL3609438;LTYSISNGLCCCBW-UHFFFAOYSA-N;CL9383;MFCD20638913;AKOS027254786;SB76115;AS-46322;CS-0102040;FT-0743992;EN300-108005;A929647

Chemical Property of 2-Amino-4-cyanobenzoic acid

Chemical Property:

• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

2-amino-4-cyanobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)N)C(=O)O

Technology Process of 2-Amino-4-cyanobenzoic acid

There total 7 articles about 2-Amino-4-cyanobenzoic 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: 83.0%

4-cyano-2-nitrotoluene (939-79-7) → 2-amino-4Cyanobenzoic acid (64630-00-8)

Guidance literature:

With selenium; cobalt(II) chloride hexahydrate; caesium carbonate; nitrobenzene; In methanol; water; dimethyl sulfoxide; at 90 ℃; for 5h; Inert atmosphere;

DOI:10.1039/d0gc04407e

Reference yield:

4-cyano-2-nitrobenzoic acid (64629-99-8) → 2-amino-4Cyanobenzoic acid (64630-00-8)

Guidance literature:

With hydrazine; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00462a041

Reference yield:

para-methylbenzonitrile (104-85-8) → 2-amino-4Cyanobenzoic acid (64630-00-8)

Guidance literature:

Multi-step reaction with 3 steps

1: HNO₃, H₂SO₄

2: aq. Na₂Cr₂O₇, H₂SO₄

3: N₂H₄ / Pd-C / ethanol

With sodium dichromate; sulfuric acid; nitric acid; hydrazine; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00462a041

upstream raw materials:

4-cyano-2-nitrobenzoic acid

2-aminoterephthalonitrile

2,5-dibromoaniline

m-cyanoaniline

Downstream raw materials:

3-[(1R,2R)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-4-oxo-3,4-dihydro-quinazoline-7-carbonitrile

methyl 2-amino-4-cyanobenzoate

4-Cyano-N-benzyloxycarbonylanthranilsaeure

Refernces

• 1、 -. "Anthranilic acid and derivatives thereof as well as synthesis method and application thereof". Paragraph 0068-0070. . Retrieved 2021/09/15.
• 2、 Crosby, John,Moilliet, Jock,Parratt, Julian S.,Turner, Nicolas J.. "Regioselective Hydrolysis of Aromatic Dinitriles Using a Whole Cell Catalyst". . p. 1679 - 1688. Retrieved 2007/10/02.