5,6-DIMETHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBONITRILE

Base Information

• Chemical Name: 5,6-DIMETHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBONITRILE
• CAS No.: 72716-80-4
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2933399090
• Mol file: 72716-80-4.mol

Synonyms:2-Hydroxy-3-cyano-5,6-dimethylpyridine;2-Hydroxy-5,6-dimethyl-3-pyridinecarbonitrile;3-Cyano-5,6-dimethyl-2(1H)-pyridone;3-Cyano-5,6-dimethylpyrid-2-one;3-Cyano-5,6-dimethylpyridin-2-ol;5,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile;

Chemical Property of 5,6-DIMETHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBONITRILE

Chemical Property:

• Melting Point: 270 °C
• Boiling Point: 335.6 °C at 760 mmHg
• PKA: 9.44±0.10(Predicted)
• Flash Point: 156.8 °C
• PSA: 56.65000
• Density: 1.16 g/cm³
• LogP: 0.86338
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Acetic Acid, DMSO

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5,6-dimethyl-3-pyridinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the preparation of HIV-1 specific reverse transcriptase inhibitors, antiallergic agents, and Omeprazole metabolites.

Technology Process of 5,6-DIMETHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBONITRILE

There total 12 articles about 5,6-DIMETHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBONITRILE 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: 70.0%

sodium 2‐methyl‐3‐oxobut‐1‐en‐1‐olate (143193-92-4) + cyanoacetic acid amide (107-91-5) → 1,2-dihydro-5,6-dimethyl-2-oxo-3-pyridinecarbonitrile (72716-80-4)

Guidance literature:

With piperidine; pyridine; acetic acid; In water; at 20 ℃; for 20h; Reflux;

Reference yield: 65.9%

(E)-4-hydroxy-3-methylbut-3-en-2-one sodium salt (132247-74-6) + cyanoacetic acid amide (107-91-5) → 1,2-dihydro-5,6-dimethyl-2-oxo-3-pyridinecarbonitrile (72716-80-4)

Guidance literature:

(E)-4-hydroxy-3-methylbut-3-en-2-one sodium salt; cyanoacetic acid amide; With piperdinium acetate; In water; at 127 ℃; for 21h; Heating / reflux;

With acetic acid; In water; at 24 - 65 ℃;

Reference yield: 56.0%

2-methyl-3-oxo-1-butene 1-oxide sodium salt (132247-74-6,143193-92-4) + cyanoacetic acid amide (107-91-5) → 1,2-dihydro-5,6-dimethyl-2-oxo-3-pyridinecarbonitrile (72716-80-4)

Guidance literature:

With piperdinium acetate; In water; for 0.166667h; Heating;

DOI:10.1080/07328319908044886

upstream raw materials:

piperidine

ethanol

4-hydroxy-3-methyl-but-3-en-2-one

cyanoacetic acid amide

Downstream raw materials:

2-chloro-5,6-dimethylpyridine-3-carbonitrile

5,6-dimethyl-pyridin-2-ol

5,6-dimethyl-2-hydroxynicotinic acid

2-bromo-5,6-dimethyl-3-pyridinecarbonitrile

Refernces

• 1、 Zhou, Qifan,Jia, Lina,Du, Fangyu,Dong, Xiaoyu,Sun, Wanyu,Wang, Lihui,Chen, Guoliang. "Design, synthesis and biological activities of pyrrole-3-carboxamide derivatives as EZH2 (enhancer of zeste homologue 2) inhibitors and anticancer agents". supporting information. p. 2247 - 2255. Retrieved 2020/02/20.
• 2、 -. "Preparation process of 5,6-dimethyl-2-hydroxynicotinic acid". Paragraph 0023; 0024. . Retrieved 2018/04/02.