N-Methylanthranilic acid

Base Information

• Chemical Name: N-Methylanthranilic acid
• CAS No.: 119-68-6
• Deprecated CAS: 730910-17-5
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224985
• European Community (EC) Number: 204-343-9
• NSC Number: 3782
• UNII: VPB2514IUJ
• DSSTox Substance ID: DTXSID6059491
• Nikkaji Number: J5.315E
• Wikidata: Q27101885
• Metabolomics Workbench ID: 45648
• ChEMBL ID: CHEMBL1528955
• Mol file: 119-68-6.mol

Synonyms:N-Methylanthranilic acid;2-(Methylamino)benzoic acid;119-68-6;N-Methyl-2-aminobenzoic acid;Benzoic acid, 2-(methylamino)-;N-Methyl-o-aminobenzoic acid;o-(Methylamino)benzoic acid;Anthranilic acid, N-methyl-;Kyselina N-methylanthranilova;Kyselina N-methylanthranilova [Czech];Kyselina 2-methylaminobenzoova;NSC 3782;N-methyl-anthranilic acid;EINECS 204-343-9;UNII-VPB2514IUJ;Kyselina 2-methylaminobenzoova [Czech];BRN 2208135;VPB2514IUJ;2-(methylamino)-benzoic acid;AI3-05924;CHEBI:16394;NSC-3782;4-14-00-01015 (Beilstein Handbook Reference);2-Methylamino-benzoic acid;2-(n-methylamino)benzoic acid;N-methylanthranilic;MFCD00002424;Spectrum_000180;SpecPlus_000945;n-methyl anthranilic acid;Spectrum2_001916;Spectrum3_000673;Spectrum4_001637;Spectrum5_000453;WLN: QVR BM1;MethylanthranilsA currencyure;Oprea1_531375;BSPBio_002365;KBioGR_002073;KBioSS_000660;BIDD:GT0295;DivK1c_007041;SCHEMBL130356;SPECTRUM1600964;Anthranilic acid, N-methyl-,;SPBio_001912;2-(N-methyl)aminobenzoic acid;N-Methylanthranilic acid, 8CI;CHEMBL1528955;DTXSID6059491;KBio1_001985;KBio2_000660;KBio2_003228;KBio2_005796;KBio3_001585;NSC3782;O-N-METHYLAMINOBENZOIC ACID;CCG-38484;STK913995;AKOS000120399;BENZOIC ACID,2-(METHYLAMINO)-;SDCCGMLS-0066851.P001;NCGC00095760-01;NCGC00095760-02;AC-24424;AMY202100011;AS-50014;LS-20544;FT-0708874;M0154;EN300-17453;C03005;O10529;A892483;AP-065/40180106;SR-05000002383;SR-05000002383-1;W-109440;BRD-K06439119-001-02-3;BRD-K06439119-001-03-1;Q27101885;Z56941087;F1943-0106

Chemical Property of N-Methylanthranilic acid

Chemical Property:

• Appearance/Colour: brown-greyish crystalline powder
• Vapor Pressure: 0.000224mmHg at 25°C
• Melting Point: 170-172 °C (dec.)(lit.)
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 312.572 °C at 760 mmHg
• PKA: 5.34(at 25℃)
• Flash Point: 142.839 °C
• PSA: 49.33000
• Density: 1.245 g/cm³
• LogP: 1.49950
• Storage Temp.: Store below +30°C.
• Solubility.: 0.20g/l
• Water Solubility.: 0.2g/L(20 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99.5% ^*data from raw suppliers

N-Methylanthranilic Acid >99.0%(T)(HPLC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=CC=C1C(=O)O

Technology Process of N-Methylanthranilic acid

There total 61 articles about N-Methylanthranilic 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%

N-Methylisatoic anhydride (10328-92-4) → N-Methylanthranilic acid (119-68-6)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃;

DOI:10.1021/acs.joc.9b02771

Reference yield: 96.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + methyl iodide (74-88-4) → N-Methylanthranilic acid (119-68-6)

Guidance literature:

With sodium carbonate; In water; for 4h; Reflux;

DOI:10.1021/jo801716z

Reference yield: 96.0%

methylamine hydrochloride (593-51-1) + 2-bromobenzoic-acid (88-65-3) → N-Methylanthranilic acid (119-68-6)

Guidance literature:

With potassium phosphate; copper(l) iodide; 1,1'-bi-2-naphthol; In N,N-dimethyl-formamide; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.200900065

upstream raw materials:

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

N-hydroxymethyl-anthranilic acid-lactone

N-formyl-N-methyl-anthranilic acid

2-(methylamino)-3-nitro-benzoic acid

Downstream raw materials:

Methyl N-methylanthranilate

N-(4-ethoxy-quinazolin-2-yl)-N-methyl-anthranilic acid

N-Methyl-N-(2-nitrophenyl)anthranilsaeure

glycosmicine

Refernces

• 1、 Pellón, Rolando F.,Estévez-Braun, Ana,Docampo, Maite L.,Martín, Ana,Ravelo, Angel G.. "Use of ultrasound in the synthesis of 2-(alkylamino)benzoic acids in water". . p. 1606 - 1608. Retrieved 2005.
• 2、 Butler, Jennifer S.,Clarkson, Guy,Farrer, Nicola J.,Habtemariam, Abraha,Romero, Mar?a J.,Romero-Canelón, Isolda,Sadler, Peter J.,Salassa, Luca,Shaili, Evyenia,Woods, Julie A.. "Platinum(iv)-azido monocarboxylato complexes are photocytotoxic under irradiation with visible light". . p. 10593 - 10607. Retrieved 2021.
• 3、 Wang, Shoucai,Li, Xuan,Zang, Jiawang,Liu, Meichen,Zhang, Siyu,Jiang, Guangbin,Ji, Fanghua. "Palladium-Catalyzed Multistep Tandem Carbonylation/N-Dealkylation/Carbonylation Reaction: Access to Isatoic Anhydrides". . p. 2672 - 2679. Retrieved 2020/02/04.