Benzonitrile, 2,3-dimethoxy-6-nitro-

Base Information

• Chemical Name: Benzonitrile, 2,3-dimethoxy-6-nitro-
• CAS No.: 108711-21-3
• Molecular Formula: C9H8N2O4
• Molecular Weight: 208.174
• DSSTox Substance ID: DTXSID00476069
• Wikidata: Q82307018
• Mol file: 108711-21-3.mol

Synonyms:Benzonitrile, 2,3-dimethoxy-6-nitro-;108711-21-3;2-nitro-5,6-dimethoxybenzonitrile;2,3-dimethoxy-6-nitrobenzonitrile;SCHEMBL8809112;DTXSID00476069;CKMXQEAZZSQTIL-UHFFFAOYSA-N;2,3-dimethoxy-6-nitro-benzonitrile

Chemical Property of Benzonitrile, 2,3-dimethoxy-6-nitro-

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 208.04840674
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)[N+](=O)[O-])C#N)OC

Technology Process of Benzonitrile, 2,3-dimethoxy-6-nitro-

There total 6 articles about Benzonitrile, 2,3-dimethoxy-6-nitro- 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: 96.0%

5,6-dimethoxy-2-nitrobenzaldehyde (2531-63-7) → 2-nitro-5,6-dimethoxybenzonitrile (108711-21-3)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; for 2h; Heating;

DOI:10.1002/jhet.5570230643

Reference yield:

2,3-dimethoxybenzonitrile (5653-62-3) → 2,3-dimethoxy-5-nitro-benzonitrile (25174-09-8) + 2-nitro-5,6-dimethoxybenzonitrile (108711-21-3)

Guidance literature:

With trifluoromethylsulfonic anhydride; tetramethylammonium nitrate; In dichloromethane; at -73.6 - 20 ℃; for 45.5h;

DOI:10.1021/jo026202q

Reference yield:

2-Hydroxy-3-methoxybenzaldehyde benzenesulfonate (2426-85-9) → 2-nitro-5,6-dimethoxybenzonitrile (108711-21-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / 90percent HNO₃ / 0.5 h / -2 - 2 °C

2: 95 percent / aq. NaOH / methanol / 0.5 h / Heating

3: 83 percent / K₂CO₃ / acetone / 84 h / Heating

4: 96 percent / hydroxylamine hydrochloride, HCOOH / 2 h / Heating

With sodium hydroxide; formic acid; hydroxylamine hydrochloride; nitric acid; potassium carbonate; In methanol; acetone;

DOI:10.1002/jhet.5570230643

upstream raw materials:

5,6-dimethoxy-2-nitrobenzaldehyde

2,3-dimethoxybenzonitrile

2-Hydroxy-3-methoxybenzaldehyde benzenesulfonate

2-Hydroxy-3-methoxy-6-nitrobenzaldehyde benzenesulfonate

Downstream raw materials:

6-Amino-2,3-dimethoxy-6-nitrobenzonitrile

5,6-dimethoxy-4-methyl-2(1H)-quinazolinone

6-(N-Carbomethoxyamino)-2,3-dimethoxybenzonitrile