2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

Base Information

• Chemical Name: 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile
• CAS No.: 882023-24-7
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.186
• Mol file: 882023-24-7.mol

Synonyms:1,2,3,4-tetrahydro-2-oxo-5-Quinolinecarbonitrile;5-cyano-3,4-dihydro-1H-quinolin-2-one;

Chemical Property of 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

Chemical Property:

• PSA: 52.89000
• LogP: 1.58098

Purity/Quality:

98% ^*data from raw suppliers

1,2,3,4-tetrahydro-2-oxo-5-Quinolinecarbonitrile 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

There total 10 articles about 2-oxo-1,2,3,4-tetrahydroquinoline-5-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: 81.0%

2-oxo-1,2,3,4-tetrahydroquinolin-5-yl trifluoromethanesulfonate (876921-88-9) + dicyanozinc (557-21-1) → 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (882023-24-7)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

Reference yield:

sodium cyanide (773837-37-9) + 5-chloro-3,4-dihydro-2(1H)-quinolinone (72995-15-4) → 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (882023-24-7)

Guidance literature:

With nickel dibromide; In 1-methyl-pyrrolidin-2-one; at 200 ℃; for 0.166667h; microwave irradiation;

Reference yield:

2-chloro-6-nitrobenzyl bromide (56433-01-3) → 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (882023-24-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 0.75 h / 0 °C

2.1: ethanol; tin(II) chloride dihdyrate / 0.5 h / 0 - 70 °C

3.1: hydrogenchloride; acetic acid / water / 1 h / 90 °C

4.1: nickel dibromide / 1-methyl-pyrrolidin-2-one / 0.17 h / 200 °C / microwave irradiation

With hydrogenchloride; tin(II) chloride dihdyrate; ethanol; sodium hydride; acetic acid; nickel dibromide; In 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide;

upstream raw materials:

2-oxo-1,2,3,4-tetrahydroquinolin-5-yl trifluoromethanesulfonate

dicyanozinc

2-chloro-6-nitrobenzyl bromide

sodium cyanide

Downstream raw materials:

1,2,3,4-tetrahydro-2-oxo-quinoline-5-aldehyde

Refernces

• 1、 -. "CARBOSTYRIL COMPOUND". Page/Page column 197. . Retrieved 2010/10/20.