3-(Methylamino)-4-nitrobenzonitrile

Base Information

• Chemical Name: 3-(Methylamino)-4-nitrobenzonitrile
• CAS No.: 64910-48-1
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• European Community (EC) Number: 855-922-3
• Mol file: 64910-48-1.mol

Synonyms:3-(methylamino)-4-nitrobenzonitrile;3-methylamino-4-nitro-benzonitrile;64910-48-1;SCHEMBL429783;3-methylamino-4-nitrobenzonitrile;NEYPCGNVBGKPTF-UHFFFAOYSA-N;AT34630;EN300-192311;Z1255436532

Chemical Property of 3-(Methylamino)-4-nitrobenzonitrile

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 240

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC1=C(C=CC(=C1)C#N)[N+](=O)[O-]

Technology Process of 3-(Methylamino)-4-nitrobenzonitrile

There total 8 articles about 3-(Methylamino)-4-nitrobenzonitrile 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%

methylamine (74-89-5) + 3-methoxy-4-nitrobenzoinitrile (177476-75-4) → 3-N-(methylamino)-4-nitrobenzonitrile (64910-48-1)

Guidance literature:

In water; dimethyl sulfoxide; at 75 ℃; for 4h;

Reference yield: 94.0%

1-chloro-5-cyano-2-nitrobenzene (34662-29-8) + methylamine (74-89-5) → 3-N-(methylamino)-4-nitrobenzonitrile (64910-48-1)

Guidance literature:

In acetonitrile; at 170 ℃; for 2h; under 30003 Torr; Microwave irradiation;

DOI:10.1016/j.ejmech.2020.113003

Reference yield:

3-methoxy-4-nitrobenzoic acid (5081-36-7) → 3-N-(methylamino)-4-nitrobenzonitrile (64910-48-1)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2 / tetrahydrofuran; dimethylformamide / 1 h / 0 °C

2: NH₃ / tetrahydrofuran / 0 °C

3: TFA; Et₃N / tetrahydrofuran / 1 h

4: 92 percent / dimethylsulfoxide; H₂O / 2 h / 75 °C

With oxalyl dichloride; ammonia; triethylamine; trifluoroacetic acid; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm0100638

upstream raw materials:

3-bromo-4-nitrobenzonitrile

methylamine hydrochloride

methylamine

3-methoxy-4-nitrobenzoinitrile

Downstream raw materials:

3-methyl-3H-benzoimidazole-5-carbonitrile

1.2-Dimethyl-6-benzimidazol-carbonitril

1-methyl-1H-1,2,3-benzotriazole-6-carbonitrile

1-methyl-1H-benzo[d]imidazole-6-carbaldehyde