2-Amino-6-methoxybenzonitrile

Base Information

• Chemical Name: 2-Amino-6-methoxybenzonitrile
• CAS No.: 1591-37-3
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80507800
• Nikkaji Number: J2.267.838H
• Wikidata: Q82364244
• Mol file: 1591-37-3.mol

Synonyms:2-amino-6-methoxybenzonitrile;1591-37-3;Benzonitrile, 2-amino-6-methoxy-;MFCD09745275;2-Amino-6-methoxy-benzonitrile;6-Methoxyanthranilonitrile;2-Cyano-3-methoxy-aniline;6-methoxy-2-aminobenzonitrile;SCHEMBL620373;DTXSID80507800;LBVLXRZXEOPYDW-UHFFFAOYSA-N;AMY41458;TD1369;AKOS006332434;CS-W006615;DS-2258;SB75534;SY035418;FT-0696700;FT-0696701;A883324;W-201437

Chemical Property of 2-Amino-6-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 9.22E-05mmHg at 25°C
• Melting Point: 141 °C
• Boiling Point: 339.4oC at 760 mmHg
• PKA: 1.39±0.10(Predicted)
• Flash Point: 159.1oC
• PSA: 59.04000
• Density: 1.17g/cm3
• LogP: 1.73028
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-6-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-6-methoxybenzonitrile

There total 7 articles about 2-Amino-6-methoxybenzonitrile 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: 83.0%

2-amino-6-fluorobenzonitrile (77326-36-4) + sodium methylate (124-41-4) → 2-amino-6-methoxybenzonitrile (1591-37-3)

Guidance literature:

With methanol; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1055/s-0035-1562792

Reference yield: 79.0%

2-methoxy-6-nitrobenzonitrile (38469-85-1) → 2-amino-6-methoxybenzonitrile (1591-37-3)

Guidance literature:

With cyclohexene; palladium on activated charcoal; In ethanol; for 0.25h; Heating;

DOI:10.1021/jm00138a020

Reference yield: 74.0%

methanol (67-56-1) + 2-amino-6-fluorobenzonitrile (77326-36-4) → 2-amino-6-methoxybenzonitrile (1591-37-3)

Guidance literature:

With sodium hydride; In mineral oil; at 100 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01798

upstream raw materials:

2-methoxy-6-nitrobenzonitrile

2,6-dinitrobenzonitrile

1-chloro-2,6-dinitrobenzene

2-amino-6-fluorobenzonitrile

Downstream raw materials:

2-methoxy-6-ureido-benzoic acid amide

2-amino-6-methoxybenzamide

O-ethyl ester of 2-cyano-3-methoxyphenyl dithiocarbonic acid

2-methoxy-6-pyrrol-1-yl-benzylamine