4-Amino-3-methylbenzoic acid CAS 2486-70-6

Introduction：Basic information about 4-Amino-3-methylbenzoic acid CAS 2486-70-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

4-Amino-3-methylbenzoic acid Basic information

• Product Name: 4-Amino-3-methylbenzoic acid
• Synonyms: Benzoic acid, 4-amino-3-methyl-;RARECHEM AL BO 2396;3-METHYL-4-AMINOBENZOIC ACID;4-AMINO-M-TOLUIC ACID;4-AMINO-3-METHYL BENZOATE;4-AMINO-3-METHYLBENZOIC ACID;4-AMINO-3-METHYLBENZENECARBOXYLIC ACID;Benzoic acid, 4-amino-3-methyl- (9CI)
• CAS: 2486-70-6
• MF: C8H9NO2
• MW: 151.16
• EINECS: 219-629-9
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmacetical;Organic acids;Acids & Esters;Anilines, Amides & Amines;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives;CARBOXYLICACID;FINE Chemical & INTERMEDIATES;Amines;blocks;Carboxes
• Mol File: 2486-70-6.mol

4-Amino-3-methylbenzoic acid Chemical Properties

• Melting point: 169-171 °C (lit.)
• Boiling point: 273.17°C (rough estimate)
• density: 1.2023 (rough estimate)
• refractive index: 1.5810 (estimate)
• storage temp.: Keep in dark place,Inert atmosphere,Room temperature
• solubility: DMSO (Slightly), Methanol (Slightly)
• pka: 4.93±0.10(Predicted)
• form: Solid
• color: Pale Brown to Light Brown
• BRN: 2802615
• Stability: Light Sensitive
• Major Application: peptide synthesis
• InChI: InChI=1S/C8H9NO2/c1-5-4-6(8(10)11)2-3-7(5)9/h2-4H,9H2,1H3,(H,10,11)
• InChIKey: NHFKECPTBZZFBC-UHFFFAOYSA-N
• SMILES: C(O)(=O)C1=CC=C(N)C(C)=C1
• CAS DataBase Reference: 2486-70-6(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3-methylbenzoic acid(2486-70-6)

Safety Information

• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• HS Code: 29224999
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

4-Amino-3-methylbenzoic acid Usage And Synthesis

Chemical Properties

beige or light buff to orange

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.

Hazard

4-Amino-3-methylbenzoic acid causes skin irritation and serious eye irritation.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

3113-71-1

2486-70-6

At room temperature and under hydrogen atmosphere, 3-methyl-4-nitrobenzoic acid (100 g, 552.04 mmol) was dissolved in methanol (2000 mL) followed by addition of palladium carbon catalyst (5.0 g). The reaction mixture was stirred continuously at room temperature for 24 hours. Upon completion of the reaction, the solid catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to give the light yellow solid product 4-amino-3-methylbenzoic acid (80 g, 96% yield).

References

[1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 9, p. 1451 - 1454
[2] Patent: WO2014/66795, 2014, A1. Location in patent: Paragraph 0175
[3] Journal of Organic Chemistry, 2008, vol. 73, # 21, p. 8631 - 8634
[4] Patent: CN106831460, 2017, A. Location in patent: Paragraph 0029-0059
[5] Patent: CN107501106, 2017, A. Location in patent: Paragraph 0025-0047

4-Amino-3-methylbenzoic acid Preparation Products And Raw materials

• Raw materials: 2-(3-methyl-4-aminophenyl)-4,6-dimethylbenzothiazole-->O-TOLYL-CARBAMIC ACID TERT-BUTYL ESTER-->3-Methyl-4-nitrobenzoic acid-->Hydrogen-->Methanol-->Activated carbon-->Palladium
• Preparation Products: 4-Iodo-3-methylbenzoic acid-->4-Carboxy-2-methylphenylisothiocyanate