2-Methoxy-6-(methylamino)benzoic acid

Base Information

• Chemical Name: 2-Methoxy-6-(methylamino)benzoic acid
• CAS No.: 254964-68-6
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• European Community (EC) Number: 817-118-0
• DSSTox Substance ID: DTXSID50573158
• Wikidata: Q82461753
• Mol file: 254964-68-6.mol

Synonyms:2-Methoxy-6-(methylamino)benzoic acid;254964-68-6;2-Methylamino-6-methoxybenzoic acid;2-Methoxy-6-(methylamino)benzoicacid;SCHEMBL321836;DTXSID50573158;AMY39208;CS-M2833;MFCD20268109;AKOS016007244;CS-13632;A877568

Chemical Property of 2-Methoxy-6-(methylamino)benzoic acid

Chemical Property:

• Boiling Point: 344.7±32.0 °C(Predicted)
• PKA: 1.69±0.10(Predicted)
• PSA: 58.56000
• Density: 1.245±0.06 g/cm3(Predicted)
• LogP: 1.50810
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

2-Methoxy-6-(methylamino)benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C(=CC=C1)OC)C(=O)O

Technology Process of 2-Methoxy-6-(methylamino)benzoic acid

There total 3 articles about 2-Methoxy-6-(methylamino)benzoic 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:

2-methoxy-6-(methylamino)benzonitrile (1332581-19-7) → 6-methoxy-N-methyl-anthranilic acid (254964-68-6)

Guidance literature:

2-methoxy-6-(methylamino)benzonitrile; With potassium hydroxide; water; In ethylene glycol; at 150 ℃; Heating / reflux;

With hydrogenchloride; In water; ethylene glycol; at 20 ℃; pH=4;

Reference yield:

2,6 difluorobenzonitrile (1897-52-5) → 6-methoxy-N-methyl-anthranilic acid (254964-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 1 h / 30 °C / Heating / reflux

1.2: 96 h / Heating / reflux

2.1: potassium hydroxide; water / ethylene glycol / 150 °C / Heating / reflux

2.2: 20 °C / pH 4

With potassium hydroxide; water; In methanol; ethylene glycol;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 6-methoxyanthranilic acid (53600-33-2) → 6-methoxy-N-methyl-anthranilic acid (254964-68-6)

Guidance literature:

formaldehyd; 6-methoxyanthranilic acid; With methanol; sodium methylate; at 0 ℃; for 1.5h; Reflux;

With sodium tetrahydroborate; at 0 ℃; for 2h; Reflux;

DOI:10.1002/anie.201910691

upstream raw materials:

2-methoxy-6-(methylamino)benzonitrile

2,6 difluorobenzonitrile

formaldehyd

6-methoxyanthranilic acid

Downstream raw materials:

isatoic anhydride

2'-carboxy-3'-methoxyoxanilic acid 1-ethyl 2'-methyl ester

5-methoxy-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

1,2-Dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxylic acid

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