6-(DIMETHOXYMETHYL)-2-HYDROXYNICOTINONITRILE

Base Information

• Chemical Name: 6-(DIMETHOXYMETHYL)-2-HYDROXYNICOTINONITRILE
• CAS No.: 156459-19-7
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19
• Hs Code.: 2933399990
• Mol file: 156459-19-7.mol

Synonyms:3-cyano-6-(dimethoxymethyl)-2-pyridone

Chemical Property of 6-(DIMETHOXYMETHYL)-2-HYDROXYNICOTINONITRILE

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(DIMETHOXYMETHYL)-2-HYDROXYNICOTINONITRILE

There total 3 articles about 6-(DIMETHOXYMETHYL)-2-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:

1-hydroxy-4,4-dimethoxy-1-butene-3-one sodium salt + cyanoacetic acid amide (107-91-5) → 3-cyano-6-(dimethoxymethyl)-2-pyridone (156459-19-7)

Guidance literature:

With hydrogen cation; In water; at 60 ℃; for 16h; Yield given;

DOI:10.1002/jhet.5570310207

Reference yield:

Pyruvic aldehyde dimethyl acetal (6342-56-9) → 3-cyano-6-(dimethoxymethyl)-2-pyridone (156459-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOEt / tetrahydrofuran / 45 deg C, 5 h; RT, overnight

2: H₃O⁽¹⁺⁾ / 16 h / 60 °C

With oxonium; sodium ethanolate; In tetrahydrofuran;

DOI:10.1246/cl.1996.1025

Reference yield:

Sodium; (E)-4,4-dimethoxy-3-oxo-but-1-en-1-olate + cyanoacetic acid amide (107-91-5) → 3-cyano-6-(dimethoxymethyl)-2-pyridone (156459-19-7)

Guidance literature:

With oxonium; at 60 ℃; for 16h; Yield given;

DOI:10.1246/cl.1996.1025

upstream raw materials:

cyanoacetic acid amide

Pyruvic aldehyde dimethyl acetal

Downstream raw materials:

6-formyl-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid

5-(4-Ethoxycarbonyl-thiazol-2-yl)-6-trifluoromethanesulfonyloxy-pyridine-2-carboxylic acid 2-oxo-2-phenyl-ethyl ester

5-(4-Ethoxycarbonyl-thiazol-2-yl)-6-(1-ethoxy-vinyl)-pyridine-2-carboxylic acid 2-oxo-2-phenyl-ethyl ester

2-(1-tert-butoxycarbonylamino-ethyl)-6-{4-[1-tert-butoxycarbonyl-2-(tert-butyl-dimethyl-silanyloxy)-ethylthiocarbamoyl]-thiazol-2-yl}-nicotinic acid benzyl ester

Refernces

• 1、 Sanchez,Mich,Huang. "An efficient synthesis of 6-formyl-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid and some carbonyl derivatives of it and its 6-acetyl homologue". . p. 297 - 303. Retrieved 2007/10/02.