N-(3-Methylphenyl)anthranilic acid

Base Information

• Chemical Name: N-(3-Methylphenyl)anthranilic acid
• CAS No.: 16524-22-4
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2922499990
• European Community (EC) Number: 803-178-5
• DSSTox Substance ID: DTXSID00167869
• Nikkaji Number: J55.261E
• Wikidata: Q83037362
• Pharos Ligand ID: DNNWZ2SH2G9D
• ChEMBL ID: CHEMBL23479
• Mol file: 16524-22-4.mol

Synonyms:16524-22-4;2-(m-Tolylamino)benzoic acid;N-(3-Methylphenyl)anthranilic acid;2-(3-methylanilino)benzoic acid;Benzoic acid, 2-[(3-methylphenyl)amino]-;Anthranilic acid, N-(m-tolyl)-;N-m-Tolylanthranilic acid;2-m-Tolylamino-benzoic acid;N-(3-Tolyl)anthranilic acid;BRN 2214283;N-(m-Methylphenyl)anthranilic acid;2-(3-toluidino)benzoic acid;CHEMBL23479;Benzoic acid, 2-((3-methylphenyl)amino)-;N-(3-METHYLPHENYL)ANTHRANILICACID;Benzoic acid,2-[(3-methylphenyl)amino]-;3-MFA;Oprea1_239768;SCHEMBL10144302;DTXSID00167869;BDBM50385713;AKOS011512492;SB80312;NCGC00487314-02;AS-76306;LS-20573;2-(3-METHYLPHENYL)AMINOBENZOIC ACID;D95652

Chemical Property of N-(3-Methylphenyl)anthranilic acid

Chemical Property:

• Vapor Pressure: 7.81E-07mmHg at 25°C
• Melting Point: 142-144 °C
• Refractive Index: 1.652
• Boiling Point: 391.6 °C at 760 mmHg
• PKA: pKa 5.84(5–10%aq. acetone t=25±0.1 I=0.11) (Uncertain)
• Flash Point: 190.6 °C
• PSA: 49.33000
• Density: 1.233 g/cm³
• LogP: 3.50980
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble15mg/mL, clear
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

98%Min ^*data from raw suppliers

N-(3-Tolyl)anthranilicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50/53
• Safety Statements: 26-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NC2=CC=CC=C2C(=O)O
• Uses: N-(3-Tolyl)anthranilic Acid can be used as a starting material in the synthesis of 10-[[bis(2-Chloroethyl)amino]methyl]-8-methyl-10H-Phenothiazine-1-carboxylic Acid.

Technology Process of N-(3-Methylphenyl)anthranilic acid

There total 9 articles about N-(3-Methylphenyl)anthranilic 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: 98.3%

1-amino-3-methylbenzene (108-44-1) + ortho-chlorobenzoic acid (118-91-2) → 2-(m-tolylamino)benzoic acid (16524-22-4)

Guidance literature:

With copper; caesium carbonate; copper(II) oxide; In water; at 105 ℃; Reagent/catalyst; Temperature; Large scale;

Reference yield: 77.0%

N-(3-methylphenyl)anthranilic acid methyl ester (23868-14-6) → 2-(m-tolylamino)benzoic acid (16524-22-4)

Guidance literature:

N-(3-methylphenyl)anthranilic acid methyl ester; With potassium hydroxide; In ethanol; water; at 20 - 100 ℃; Inert atmosphere;

With hydrogenchloride; In water; at 0 ℃; pH=2; Inert atmosphere;

DOI:10.1021/jm201547v

Reference yield: 77.0%

1-amino-3-methylbenzene (108-44-1) → 2-(m-tolylamino)benzoic acid (16524-22-4)

Guidance literature:

With copper; potassium carbonate; In pentan-1-ol; for 3h; Reflux;

DOI:10.1021/jo401683r

upstream raw materials:

1-amino-3-methylbenzene

ortho-chlorobenzoic acid

Diphenyliodonium-2-carboxylate

potassium o-bromobenzoate

Downstream raw materials:

1-methylacridin-9(10H)-one

2,9-dimethyl-9H-carbazole

4,9-dimethyl-9H-carbazole

1-m-tolyl-1,2-dihydro-benzo[d][1,3]thiazine-4-thione

Refernces

• 1、 Hao, Xiangyong,Deng, Jiedan,Zhang, Honghua,Liang, Ziyi,Lei, Fang,Wang, Yuqing,Yang, Xiaoyan,Wang, Zhen. "Design, synthesis and bioactivity evaluation of novel N-phenyl-substituted evodiamine derivatives as potent anti-tumor agents". . . Retrieved 2022/01/10.
• 2、 Fan, Xiaohong,Li, Junfang,Long, Lin,Shi, Tao,Liu, Dan,Tan, Wen,Zhang, Honghua,Wu, Xiaoyan,Lei, Xiaoyong,Wang, Zhen. "Design, synthesis and biological evaluation of N-anthraniloyl tryptamine derivatives as pleiotropic molecules for the therapy of malignant glioma". . . Retrieved 2021/06/09.