4-Amino-3-methoxybenzonitrile

Base Information

• Chemical Name: 4-Amino-3-methoxybenzonitrile
• CAS No.: 177476-76-5
• Molecular Formula: C8H8 N2 O
• Molecular Weight: 148.164
• Hs Code.: 2926909090
• European Community (EC) Number: 845-792-6
• DSSTox Substance ID: DTXSID90473421
• Wikidata: Q72489030
• Mol file: 177476-76-5.mol

Synonyms:4-Amino-3-methoxybenzonitrile;177476-76-5;4-amino-3-methoxy-benzonitrile;Benzonitrile, 4-amino-3-methoxy-;4-amino-3-methoxybenzenecarbonitrile;MFCD13250177;4-cyano-2-methoxyaniline;SCHEMBL220780;DTXSID90473421;SCXGWOFGMVEUGW-UHFFFAOYSA-N;4-CYANO-2-METHOXY-ANILINE;AKOS006332957;CS-W006078;FE-0741;SB34317;AC-28480;SY035407;AM20030175;FT-0681957;EN300-136597;J-514367;Z1201627144

Chemical Property of 4-Amino-3-methoxybenzonitrile

Chemical Property:

• Melting Point: 46-48 °C
• Boiling Point: 297.5±30.0 °C(Predicted)
• PKA: 1.66±0.10(Predicted)
• PSA: 59.04000
• Density: 1.17±0.1 g/cm3(Predicted)
• 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:

99% ^*data from raw suppliers

4-Amino-3-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Amino-3-methoxybenzonitrile

There total 9 articles about 4-Amino-3-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: 95.0%

3-methoxy-4-nitrobenzoinitrile (177476-75-4) → 4-amino-3-methoxybenzonitrile (177476-76-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 0.75h; under 2585.81 Torr;

Reference yield: 54.0%

4-bromo-2-methoxyaniline (59557-91-4) + copper(l) cyanide → 4-amino-3-methoxybenzonitrile (177476-76-5)

Guidance literature:

In pyridine; N,N-dimethyl-formamide; Reflux;

DOI:10.1021/jm901178d

Reference yield: 47.0%

C18H16N2O4 → 1-phenyl-2-hydroxyethanone (582-24-1) + 4-amino-3-methoxybenzonitrile (177476-76-5)

Guidance literature:

With formic acid; 10-mesityl-10H-phenothiazine; ascorbic acid; In water; acetonitrile; at 20 ℃; for 4h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/acscatal.9b02719

upstream raw materials:

3-methoxy-4-nitrobenzoinitrile

3-methoxybenzonitrile

4-bromo-2-methoxyaniline

3-methoxy-4-nitrobenzamide

Downstream raw materials:

4-azido-3-methoxybenzonitrile

Refernces

• 1、 -. "Methoxy aniline compound and synthesis method thereof". Paragraph 0027; 0030-0032; 0041-0042. . Retrieved 2021/05/19.
• 2、 -. "Substituted Heteroaryl Spiropyrrolidine MDM2 Antagonists". Page/Page column 33. . Retrieved 2012/03/10.