2-Amino-3-methylbenzoic acid

Base Information

• Chemical Name: 2-Amino-3-methylbenzoic acid
• CAS No.: 4389-45-1
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224999
• European Community (EC) Number: 224-505-2
• NSC Number: 16049
• UNII: 8RGX6SQE9N
• DSSTox Substance ID: DTXSID30195978
• Nikkaji Number: J80.815F
• Wikidata: Q27149618
• Mol file: 4389-45-1.mol

Synonyms:2-amino-3-methylbenzoic acid;2-amino-3-methylbenzoic acid, monopotassium salt

Chemical Property of 2-Amino-3-methylbenzoic acid

Chemical Property:

• Appearance/Colour: pink to grey-brown crystalline powder
• Vapor Pressure: 0.000188mmHg at 25°C
• Melting Point: 174-177 °C(lit.)
• Refractive Index: 1.618
• Boiling Point: 315.1 °C at 760 mmHg
• PKA: 5.01±0.10(Predicted)
• Flash Point: 144.4 °C
• PSA: 63.32000
• Density: 1.254 g/cm³
• LogP: 1.85660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO, Methanol
• XLogP3: 2.5
• 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

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

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)O)N
• Uses: 2-Amino-3-methylbenzoic acid is a metabolite of Lidocaine, an antiarrythmic drug that is used to treat patients with ventricular fibrillation. 2-Amino-3-methylbenzoic acid has potential herbicidal activity, and is also used as a reagent to synthesize Ropicavaine, a local anasthetic. 2-Amino-3-methylbenzoic acid is a metabolite of Lidocaine (L397800), an antiarrythmic drug that is used to treat patients with ventricular fibrillation. 2-Amino-3-methylbenzoic acid has potential herbicidal activity, and is also used as a reagent to synthesize Ropicavaine (R675000), a local anasthetic.

Technology Process of 2-Amino-3-methylbenzoic acid

There total 31 articles about 2-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: 93.1%

2-chloro-3-methylbenzoic acid (15068-35-6) → 3-methylantranilic acid (4389-45-1)

Guidance literature:

With ammonia; sodium carbonate; copper(l) chloride; In dimethyl sulfoxide; at 130 - 150 ℃; for 5h;

Reference yield: 90.0%

7-methyl-1H-indole-2,3-dione (1127-59-9) → 3-methylantranilic acid (4389-45-1)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide;

DOI:10.1016/S0040-4020(01)80706-7

Reference yield: 61.0%

3-methyl-2-nitrobenzoyl chloride (50424-93-6) + methyl 3-methyl-N-methyl-N-(3-methyl-2-aminobenzoyl)anthranilate (83325-79-5) → 3-methylantranilic acid (4389-45-1) + methyl 3-methyl-N-methyl-N-<3-methyl-N-(3-methyl-2-nitrobenzoyl)anthraniloyl>anthranilate (83334-85-4)

Guidance literature:

With lithium hydroxide; In water; benzene;

DOI:10.1039/P19820001701

upstream raw materials:

7-methyl-1H-indole-2,3-dione

3-methyl-2-nitrobenzoic acid

8-methyl-3-o-tolyl-1H-quinazoline-2,4-dione

methanol

Downstream raw materials:

2-methyl-2’-nitrodiphenylamine-6-carboxylic acid

8-methyl-2,4-dioxo-1,2,3,4-tetrahydroquinazoline

2-amino-3-methylbenzyl alcohol

3-methylsalicylic acid

Refernces

• 1、 -. "Preparation method of 2-amino-3-methyl-5-chlorobenzoic acid". . . Retrieved 2021/05/12.
• 2、 -. "A TRANSITION METAL COMPLEX COMPOUND". Page/Page column 16. . Retrieved 2021/07/31.