4-Amino-3-methylbenzoic acid

Base Information

• Chemical Name: 4-Amino-3-methylbenzoic acid
• CAS No.: 2486-70-6
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224999
• European Community (EC) Number: 219-629-9
• NSC Number: 227945
• UNII: 201CXT4H5V
• DSSTox Substance ID: DTXSID40179562
• Nikkaji Number: J80.502E
• Wikidata: Q27253382
• ChEMBL ID: CHEMBL3278361
• Mol file: 2486-70-6.mol

Synonyms:4-Amino-3-methylbenzoic acid;2486-70-6;3-methyl-4-aminobenzoic acid;4-Amino-m-toluic acid;Benzoic acid, 4-amino-3-methyl-;4-Amino-3-methyl benzoic acid;MFCD00007736;4-amino-3-methyl-benzoic acid;UNII-201CXT4H5V;201CXT4H5V;EINECS 219-629-9;NSC-227945;4-Amino-3-methylbenzoicacid;Benzoic acid, 3-methyl-4-amino;4-amino-3-methyl benzoate;NSC227945;4-amino-3-methylbenzenecarboxylic acid;4-amino-3-methylbenzoic;BIDD:GT0459;SCHEMBL100752;CHEMBL3278361;NHFKECPTBZZFBC-UHFFFAOYSA-;DTXSID40179562;M-TOLUIC ACID, 4-AMINO-;BCP24569;4-Amino-3-methylbenzoic acid, 98%;AKOS000113227;AC-5775;CS-W018121;NSC 227945;SB76611;SY005389;A5078;AM20061118;FT-0617498;EN300-26464;AB-131/40897188;10X-0868;W-107277;Q27253382;Z223458490

Chemical Property of 4-Amino-3-methylbenzoic acid

Chemical Property:

• Appearance/Colour: Yellowish or brown powder
• Vapor Pressure: 3.55E-05mmHg at 25°C
• Melting Point: 169-171 °C(lit.)
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 339.5 °C at 760 mmHg
• PKA: 4.93±0.10(Predicted)
• Flash Point: 159.1 °C
• PSA: 63.32000
• Density: 1.254 g/cm³
• LogP: 1.85660
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C(=O)O)N
• Uses: 4-Amino-3-methylbenzoic Acid is used in preparation of Amide-substituted Benzo[d]imidazole compounds as selective inhibitors of indoleamine-2,3-dioxygenases.

Technology Process of 4-Amino-3-methylbenzoic acid

There total 8 articles about 4-Amino-3-methylbenzoic 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: 99.0%

3-methyl-4-nitrobenzoic acid (3113-71-1) → 4-amino 3-methylbenzoic acid (2486-70-6)

Guidance literature:

With hydrogenchloride; sulfuric acid; In water; acetonitrile; at 40 ℃; for 4h; Solvent; Reagent/catalyst; Temperature; Electrolysis;

Reference yield:

N-(tert-butoxycarbonyl)-o-toluidine (74965-31-4) + methyl chloroformate (79-22-1) → 4-amino 3-methylbenzoic acid (2486-70-6)

Guidance literature:

With triethylamine; In methanol; isopropyl alcohol; at 116 - 140 ℃; for 22.67h; under 5168.35 - 8360.56 Torr; Pressure; Temperature;

Reference yield:

chloroformic acid ethyl ester (541-41-3) + N-(tert-butoxycarbonyl)-o-toluidine (74965-31-4) → 4-amino 3-methylbenzoic acid (2486-70-6)

Guidance literature:

With ethylenediamine; In propan-1-ol; ethanol; at 110 - 130 ℃; for 11.5h; under 4560.31 - 6080.41 Torr;

upstream raw materials:

3-methyl-4-nitrobenzoic acid

4-(4,6-dimethyl-benzothiazol-2-yl)-2-methyl-aniline

hydrogenchloride

m-Toluic acid

Downstream raw materials:

3-methyl-4-(methylmaleimido)benzoic acid

N-benzyloxycarbonyl-4-amino-3-methylbenzoic acid

N-Boc-4-amino-3-methylbenzoic acid

o-toluidine

Refernces

• 1、 Gallou, Fabrice,Li, Xiaohan,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.. "High Turnover Pd/C Catalyst for Nitro Group Reductions in Water. One-Pot Sequences and Syntheses of Pharmaceutical Intermediates". supporting information. p. 8114 - 8118. Retrieved 2021/10/25.
• 2、 -. "Synthetic method 2 - n-propyl -4 - methyl -6 - (1 -methylbenzimidazole -2 -yl) benzimidazole (by machine translation)". Paragraph 0029-0034; 0043-0046; 0055-0058; 0067-0070. . Retrieved 2020/10/04.