2-Bromo-4-ethoxynicotinonitrile

Base Information

• Chemical Name: 2-Bromo-4-ethoxynicotinonitrile
• CAS No.: 98645-44-4
• Molecular Formula: C₈H₇BrN₂O
• Molecular Weight: 227.06
• DSSTox Substance ID: DTXSID001277741
• Mol file: 98645-44-4.mol

Synonyms:2-Bromo-4-ethoxynicotinonitrile;98645-44-4;2-BROMO-4-ETHOXYPYRIDINE-3-CARBONITRILE;DTXSID001277741;2-Bromo-4-ethoxy-3-pyridinecarbonitrile;E87713

Chemical Property of 2-Bromo-4-ethoxynicotinonitrile

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 225.97418
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

95+% ^*data from raw suppliers

2-Bromo-4-ethoxynicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=C(C(=NC=C1)Br)C#N

Technology Process of 2-Bromo-4-ethoxynicotinonitrile

There total 2 articles about 2-Bromo-4-ethoxynicotinonitrile 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: 80.0%

1,1-Dicyan-4-(N,N-dimethylamino)-2-ethoxy-1,3-butadien (98645-41-1) → 2-Brom-4-ethoxypyridin-3-carbonitril (98645-44-4)

Guidance literature:

With hydrogen bromide; In ethanol;

DOI:10.1002/ardp.19853180602

Reference yield:

2-chloro-3-cyano-4-hydroxypyridine (869802-74-4,727737-49-7) + ethyl bromide (74-96-4) → 2-Chlor-4-ethoxypyridin-3-carbonitril (98645-45-5) + 2-Brom-4-ethoxypyridin-3-carbonitril (98645-44-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.bmcl.2009.08.054

Reference yield: 51.0%

2-Brom-4-ethoxypyridin-3-carbonitril (98645-44-4) → 4-Ethoxypyridin-3-carbonitril (98645-47-7)

Guidance literature:

With hydrogen; triethylamine; palladium dichloride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1002/ardp.19853180602

upstream raw materials:

1,1-Dicyan-4-(N,N-dimethylamino)-2-ethoxy-1,3-butadien

2-chloro-3-cyano-4-hydroxypyridine

ethyl bromide

Downstream raw materials:

4-Ethoxypyridin-3-carbonitril

4-hydroxynicotinic acid