5-Amino-2-methoxybenzonitrile

Base Information

• Chemical Name: 5-Amino-2-methoxybenzonitrile
• CAS No.: 214623-57-1
• Molecular Formula: C8H8 N2 O
• Molecular Weight: 148.164
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60399346
• Wikidata: Q82201837
• ChEMBL ID: CHEMBL1422206
• Mol file: 214623-57-1.mol

Synonyms:5-amino-2-methoxybenzonitrile;214623-57-1;2-Methoxy-5-aminobenzonitrile;Benzonitrile, 5-amino-2-methoxy-;MFCD00723841;MLS000100556;Benzonitrile, 5-amino-2-methoxy- (9CI);3-Cyano-4-methoxyaniline;IFLab1_000078;SCHEMBL3817177;CHEMBL1422206;DTXSID60399346;HMS1412D12;HMS2258N20;STK501486;AKOS003617717;CS-W006487;SB75506;IDI1_008297;AM806821;DS-13806;SMR000018379;SY018771;5-amino-2-methoxybenzonitrile, AldrichCPR;BB 0260263;FT-0679050;EN300-235955;Y11337;A856742;F0074-0075;Z276544466

Chemical Property of 5-Amino-2-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 5.37E-05mmHg at 25°C
• Melting Point: 100 °C
• Refractive Index: 1.569
• Boiling Point: 347.5°C at 760 mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 163.9°C
• PSA: 59.04000
• Density: 1.17g/cm³
• LogP: 1.73028
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.9
• 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%min ^*data from raw suppliers

5-amino-2-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)N)C#N

Technology Process of 5-Amino-2-methoxybenzonitrile

There total 4 articles about 5-Amino-2-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: 82.0%

2-methoxy-5-nitrobenzylnitrile (10496-75-0) → 5-amino-2-methoxybenzyl cyanide (214623-57-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 0.5h;

Reference yield:

5-nitro-2-hydroxybenzonitrile (39835-09-1) → 5-amino-2-methoxybenzyl cyanide (214623-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 60 °C

2: iron; ammonium chloride / ethanol; water / 3 h / Reflux

With iron; potassium carbonate; ammonium chloride; potassium iodide; In ethanol; water; N,N-dimethyl-formamide;

Reference yield:

salicylonitrile (611-20-1) → 5-amino-2-methoxybenzyl cyanide (214623-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid; acetic acid / 4 h / 50 - 70 °C

2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 60 °C

3: iron; ammonium chloride / ethanol; water / 3 h / Reflux

With nitric acid; iron; potassium carbonate; ammonium chloride; acetic acid; potassium iodide; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

2-methoxy-5-nitrobenzylnitrile

5-nitro-2-hydroxybenzonitrile

salicylonitrile

Downstream raw materials:

5-iodo-2-methoxybenzonitrile

Refernces

• 1、 -. "A class of 4, 5 - disubstituted imidazole derivatives and its preparation and use (by machine translation)". Paragraph 0109; 0112; 0113. . Retrieved 2017/07/22.
• 2、 -. "Calcilytic compounds". . . Retrieved 2008/06/13.