2-Amino-4,6-dimethoxybenzamide

Base Information

• Chemical Name: 2-Amino-4,6-dimethoxybenzamide
• CAS No.: 63920-73-0
• Molecular Formula: C9H12N2O3
• Molecular Weight: 196.206
• Hs Code.: 2924299090
• European Community (EC) Number: 811-930-9
• DSSTox Substance ID: DTXSID70605804
• Wikidata: Q82504198
• Mol file: 63920-73-0.mol

Synonyms:2-Amino-4,6-dimethoxybenzamide;63920-73-0;MFCD20040374;Benzamide, 2-amino-4,6-dimethoxy-;CX1343;SCHEMBL147354;DTXSID70605804;2-Amino-4,6-dimethoxy-benzamide;LSDUYZHWQMMNCO-UHFFFAOYSA-N;2-amino-4, 6-dimethoxy-benzamide;AMY31888;AKOS016004570;DS-18620;SY030960;DB-346724;CS-0119896

Chemical Property of 2-Amino-4,6-dimethoxybenzamide

Chemical Property:

• Boiling Point: 331.6±42.0 °C(Predicted)
• PKA: 15.70±0.50(Predicted)
• PSA: 88.56000
• Density: 1.238±0.06 g/cm3(Predicted)
• LogP: 1.85030
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 196.08479225
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99%, ^*data from raw suppliers

2-amino-4,6-dimethoxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)C(=O)N)N

Technology Process of 2-Amino-4,6-dimethoxybenzamide

There total 12 articles about 2-Amino-4,6-dimethoxybenzamide 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: 85.0%

2-amino-4,6-dimethoxybenzoic acid (21577-57-1) → 2-amino-4,6-dimethoxybenzamide (63920-73-0)

Guidance literature:

2-amino-4,6-dimethoxybenzoic acid; With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 0.25h;

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/acs.jmedchem.1c01382

Reference yield: 79.0%

2-amino-4,6-dimethoxybenzonitrile (1545025-44-2) → 2-amino-4,6-dimethoxybenzamide (63920-73-0)

Guidance literature:

With methanesulfonic acid; water; at 100 - 115 ℃; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield:

4,6-dimethoxyindoline-2,3-dione (21544-81-0) → 2-amino-4,6-dimethoxybenzamide (63920-73-0)

Guidance literature:

4,6-dimethoxyindoline-2,3-dione; With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 70 ℃;

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 3h;

With ammonia; In tetrahydrofuran; water; at 20 ℃; for 16h;

upstream raw materials:

1,2-dihydro-5,7-dimethoxy-3,1-benzoxazine-2,4-dione

2-amino-4,6-dimethoxybenzoic acid

4,6-dimethoxyindoline-2,3-dione

3,5-dimethoxyaniline hydrochloride

Downstream raw materials:

[2-(Aminocarbonyl)-3,5-(dimethoxy)phenylamino]oxoacetic acid ethyl ester

N-{1-[4-(5,7-dimethoxy-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl]piperidin-4-yl}acetamide

2-[4-(4-butylpiperazin-1-yl)phenyl]-5,7-dimethoxyquinazolin-4(3H)-one

N-(1-(4-(5,7-dimethoxy-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl)piperidin-4-yl)-N-isopropylacetamide

Refernces

• 1、 Yao, Dahong,Li, Chenyang,Jiang, Jin,Huang, Jian,Wang, Jinhui,He, Zhendan,Zhang, Jin. "Design, synthesis and biological evaluation of novel HDAC inhibitors with improved pharmacokinetic profile in breast cancer". . . Retrieved 2020/08/12.
• 2、 -. "NITRIC OXIDE-RELEASING PRODRUG MOLECULE". Paragraph 0057; 0058. . Retrieved 2018/08/01.