5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile

Base Information

• Chemical Name: 5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile
• CAS No.: 1609240-41-6
• Molecular Formula: C₂₂H₁₈N₂O₂
• Molecular Weight: 342.397

Synonyms:5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile

Chemical Property of 5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile

Chemical Property:

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Technology Process of 5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile

There total 2 articles about 5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]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: 86.0%

2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one (3780-33-4) + 4-methyl-benzaldehyde (104-87-0) + cyanoacetic acid amide (107-91-5) → 5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile (1609240-41-6)

Guidance literature:

With sodium hydroxide; In neat (no solvent); at 110 - 150 ℃;

DOI:10.1002/jhet.1687

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile (1609240-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyrrolidine

2: sodium hydroxide / neat (no solvent) / 110 - 150 °C

With pyrrolidine; sodium hydroxide; In neat (no solvent);

DOI:10.1002/jhet.1687

Reference yield: 73.0%

5,5-dimethyl-2-oxo-4-p-tolyl-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitrile (1609240-41-6) → 2-chloro-5,5-dimethyl-4-p-tolyl-5H-chromeno[4,3-b]pyridine-3-carbonitrile (1609240-50-7)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1002/jhet.1687

upstream raw materials:

2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one

4-methyl-benzaldehyde

cyanoacetic acid amide

o-hydroxyacetophenone

Downstream raw materials:

2-chloro-5,5-dimethyl-4-p-tolyl-5H-chromeno[4,3-b]pyridine-3-carbonitrile

6,6-dimethyl-7-p-tolyl-6,10-dihydrochromeno[4,3-b]pyrazolo[4,3-e]pyridin-8-amine

N-(4-chlorobenzylidene)-6,6-dimethyl-7-p-tolyl-6,10-dihydrochromeno[4,3-b]pyrazolo[4,3-e]pyridin-8-amine

6,6-dimethyl-N-(4-nitrobenzylidene)-7-p-tolyl-6,10-dihydrochromeno[4,3-b]pyrazolo[4,3-e]pyridin-8-amine

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