4-Amino-2-ethoxy-6-hydroxynicotinonitrile

Base Information

• Chemical Name: 4-Amino-2-ethoxy-6-hydroxynicotinonitrile
• CAS No.: 102266-59-1
• Molecular Formula: C8H9N3O2
• Molecular Weight: 179.178
• DSSTox Substance ID: DTXSID50544020
• Wikidata: Q82420993
• Mol file: 102266-59-1.mol

Synonyms:102266-59-1;3-Pyridinecarbonitrile, 4-amino-2-ethoxy-1,6-dihydro-6-oxo-;4-amino-2-ethoxy-6-oxo-1H-pyridine-3-carbonitrile;4-amino-2-ethoxy-6-hydroxynicotinonitrile;4-Amino-2-ethoxy-6-oxo-1,6-dihydropyridine-3-carbonitrile;SCHEMBL1145693;DTXSID50544020;MFCD11226169;AKOS006307217;AKOS015917037;SY294318;A800552;3-Pyridinecarbonitrile,4-amino-2-ethoxy-1,6-dihydro-6-oxo-

Chemical Property of 4-Amino-2-ethoxy-6-hydroxynicotinonitrile

Chemical Property:

• PSA: 92.16000
• LogP: 1.22098
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 179.069476538
• Heavy Atom Count: 13
• Complexity: 346

Purity/Quality:

97% ^*data from raw suppliers

4-AMINO-2-ETHOXY-6-HYDROXYNICOTINONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C(=CC(=O)N1)N)C#N

Technology Process of 4-Amino-2-ethoxy-6-hydroxynicotinonitrile

There total 3 articles about 4-Amino-2-ethoxy-6-hydroxynicotinonitrile 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: 50.0%

sodium ethanolate (141-52-6) + ethyl 3-amino-4,4-dicyanobut-3-enoate (86165-77-7) → 4-Amino-2-ethoxy-1,6-dihydro-6-oxo-3-pyridincarbonitril (102266-59-1)

Guidance literature:

In ethanol; for 48h; Heating;

Reference yield:

sodium ethanolate (141-52-6) + ethyl 3-amino-4,4-dicyanobut-3-enoate (86165-77-7) → 4-amino-2-ethoxy-6-hydroxynicotinonitrile (102266-59-1)

Guidance literature:

sodium ethanolate; ethyl 3-amino-4,4-dicyanobut-3-enoate; In ethanol; at 170 ℃; for 0.666667h; Microwave irradiation;

With hydrogenchloride; In ethanol; water; ethyl acetate; pH=1;

Reference yield:

ethyl 3-amino-4,4-dicyanobut-3-enoate (86165-77-7) → 4-amino-2-ethoxy-6-hydroxynicotinonitrile (102266-59-1)

Guidance literature:

With sodium ethanolate; In ethanol; at 170 ℃; for 0.666667h; microwave irradiation;

DOI:10.1021/jm060465l

upstream raw materials:

sodium ethanolate

ethyl 3-amino-4,4-dicyanobut-3-enoate

Downstream raw materials:

4-amino-5-cyano-6-ethoxy-N-[4-(methylsulfonyl)benzyl]pyridine-2-carboxamide

4-amino-N-[2-(aminosulfonyl)benzyl]-5-cyano-6-ethoxypyridine-2-carboxamide