2-Amino-6-methoxybenzamide

Base Information

• Chemical Name: 2-Amino-6-methoxybenzamide
• CAS No.: 1591-38-4
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• DSSTox Substance ID: DTXSID401311755
• Mol file: 1591-38-4.mol

Synonyms:2-amino-6-methoxybenzamide;1591-38-4;Benzamide, 2-amino-6-methoxy-;6-amino-o-anisamide;2-amino-6-methoxy-benzamide;SCHEMBL349002;2-amino-6-(methyloxy)benzamide;AQAHTARDEJNYPN-UHFFFAOYSA-N;DTXSID401311755;MFCD18389707;AKOS017518174;BS-50797;CS-0198964;E84257

Chemical Property of 2-Amino-6-methoxybenzamide

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC(=C1C(=O)N)N

Technology Process of 2-Amino-6-methoxybenzamide

There total 11 articles about 2-Amino-6-methoxybenzamide 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: 98.0%

6-methoxyanthranilic acid (53600-33-2) → 2-amino-6-methoxybenzamide (1591-38-4)

Guidance literature:

6-methoxyanthranilic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

With 4-methyl-morpholine; ammonium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 18h;

Reference yield: 95.0%

N-(tert-butoxycarbonyl)-6-methoxyanthranilamide (136247-99-9) → 2-amino-6-methoxybenzamide (1591-38-4)

Guidance literature:

With hydrogenchloride; In acetic acid; for 2h; Ambient temperature;

DOI:10.1021/jo00023a036

Reference yield: 79.0%

2-amino-6-methoxybenzonitrile (1591-37-3) → 2-amino-6-methoxybenzamide (1591-38-4)

Guidance literature:

With water; potassium carbonate; at 150 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.5b01997

upstream raw materials:

2-methoxy-6-nitrobenzonitrile

2-amino-6-methoxybenzonitrile

N-(tert-butoxycarbonyl)-6-methoxyanthranilamide

tert-butyl 3-methoxyphenylcarbamate

Downstream raw materials:

2'-carbamoyl-3'-methoxyoxanilic acid methyl ester

2'-carbamoyl-3'-methoxyoxanilic acid n-propyl ester

2'-carbamoyl-3'-methoxyoxanilic acid isopropyl ester

2'-carbamoyl-3'-methoxyoxanilic acid sec-butyl ester