2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile

Base Information

• Chemical Name: 2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile
• CAS No.: 120280-33-3
• Molecular Formula: C₁₇H₁₆N₂O₂
• Molecular Weight: 280.326
• Nikkaji Number: J367.064C
• Mol file: 120280-33-3.mol

Synonyms:Ro 31-7837;Ro 31-7837, (+-)-isomer;Ro-31-7837

Chemical Property of 2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile

Chemical Property:

• Vapor Pressure: 3.43E-09mmHg at 25°C
• Boiling Point: 475.1°C at 760 mmHg
• Flash Point: 241.1°C
• PSA: 58.48000
• Density: 1.18g/cm³
• LogP: 3.67978
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 280.121177757
• Heavy Atom Count: 21
• Complexity: 428

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(C2=C(O1)C=CC(=C2)C#N)C3=CC=CC=[N+]3[O-])C

Technology Process of 2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile

There total 8 articles about 2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-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:

3,4-dihydro-2,2-dimethyl-4-(pyridin-2-yl)-2H-1-benzopyran-6-carbonitrile (120281-06-3) → 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide (120280-33-3,120280-90-2,120280-91-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

Reference yield:

3,4-dihydro-2,2-dimethyl-4-(pyridin-2-yl)-2H-1-benzopyran-6-carbonitrile (120281-06-3) + (S)-1-(1-Naphthyl)ethylamine (10420-89-0) → 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide (120280-33-3,120280-90-2,120280-91-3) + 3,4-dihydro-2,2-dimethyl-4-(pyridin-2-yl)-2H-1-benzopyran-6-carboxylic acid (120281-17-6,120281-63-2,120281-66-5)

Guidance literature:

In diethyl ether; ethanol; acetone;

Reference yield:

2-iodopyridine (5029-67-4) → 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide (120280-33-3,120280-90-2,120280-91-3)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine / palladium(II) chloride; copper(I) iodide / water; ethyl acetate; diethylamine; Petroleum ether

2: ethyl acetate; 1,2-dichloro-benzene; Petroleum ether

3: palladium / ethanol; ethyl acetate; Petroleum ether

4: diethyl ether; ethanol

With triphenylphosphine; palladium(II) chloride; copper(I) iodide; palladium; In diethyl ether; ethanol; water; ethyl acetate; diethylamine; 1,2-dichloro-benzene; Petroleum ether;

upstream raw materials:

3,4-dihydro-2,2-dimethyl-4-(pyridin-2-yl)-2H-1-benzopyran-6-carbonitrile

(S)-1-(1-Naphthyl)ethylamine

2-iodopyridine

3,4-dihydro-2,2-dimethyl-4-(pyridin-2-yl)-2H-1-benzopyran-6-carboxamide

Downstream raw materials:

Ro 31-6930