6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one

Base Information

• Chemical Name: 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one
• CAS No.: 1044583-30-3
• Molecular Formula: C₂₂H₁₆Cl₃NO₂
• Molecular Weight: 432.734
• Mol file: 1044583-30-3.mol

Synonyms:6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one

Chemical Property of 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one

There total 3 articles about 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one 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: 78.0%

6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile (611218-31-6) + 2-methylpropen-1-ylmagnesium bromide (38614-36-7) → 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one (1044583-30-3)

Guidance literature:

6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile; 2-methylpropen-1-ylmagnesium bromide; In tetrahydrofuran; at 50 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 5h; pH=3;

DOI:10.1021/jm100023j

Reference yield:

6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile (611218-31-6) + methylmagnesium bromide (75-16-1) + 2-methylpropen-1-ylmagnesium bromide (38614-36-7) → 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one (1044583-30-3)

Guidance literature:

6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile; methylmagnesium bromide; In tetrahydrofuran; toluene; for 0.05h;

2-methylpropen-1-ylmagnesium bromide; In tetrahydrofuran; toluene; at 50 ℃; for 0.333333h;

With hydrogenchloride; water; In tetrahydrofuran; toluene;

Reference yield:

3-dimethylamino-1-(2,4-dichlorophenyl)-2-(4-chlorophenyl)prop-2-en-1-one (611218-28-1) → 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one (1044583-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol; sodium hydride / N,N-dimethyl-formamide / 2.5 h / 20 - 95 °C

2.1: tetrahydrofuran; toluene / 0.05 h

2.2: 0.33 h / 50 °C

With methanol; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

upstream raw materials:

6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

methylmagnesium bromide

2-methylpropen-1-ylmagnesium bromide

3-dimethylamino-1-(2,4-dichlorophenyl)-2-(4-chlorophenyl)prop-2-en-1-one

Downstream raw materials:

ethyl 2-(6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-4-hydroxy-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-yl)acetate

(4S)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol

6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2,3-trimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridin-4-ol

3-bromo-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-2,2-dimethyl-2,3-dihydro-4H-pyrano[2,3-b]pyridin-4-one