10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

Base Information

Chemical Name:10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one
CAS No.:1456710-41-0
Molecular Formula:C₂₂H₂₁ClN₂O₂
Molecular Weight:380.874
Hs Code.:

Synonyms:10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

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Chemical Property of 10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

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Technology Process of 10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

There total 3 articles about 10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-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:

: 1456710-29-4
5-(3-hydroxy-3-methylbut-1-ynyl)-6-(methylamino)-2H-chromen-2-one

: 95-79-4
5-chloro-2-methyl-benzenamine

: 1456710-41-0
10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

: 1456710-51-2
7,8,8-trimethyl-8,9-dihydro-3H-pyrano[3,2-f]quinoline-3,10(7H)-dione

Guidance literature:: With iodine; In dichloromethane; at 20 ℃; for 0.5h; Overall yield = 98 %; regioselective reaction; Green chemistry;
DOI:10.1016/j.tetlet.2013.07.163

Reference yield:

: 162131-02-4
6-(methylamino)-2H-chromen-2-one

: 1456710-41-0
10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

: 1456710-51-2
7,8,8-trimethyl-8,9-dihydro-3H-pyrano[3,2-f]quinoline-3,10(7H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide / acetonitrile

2: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

3: iodine / dichloromethane / 0.5 h / 20 °C / Green chemistry

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; copper(l) iodide; iodine; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tetlet.2013.07.163

Reference yield:

: 1023659-38-2
C₁₀H₈BrNO₂

: 1456710-41-0
10-(5-chloro-2-methylphenylimino)-7,8,8-trimethyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]quinolin-3-one

: 1456710-51-2
7,8,8-trimethyl-8,9-dihydro-3H-pyrano[3,2-f]quinoline-3,10(7H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

2: iodine / dichloromethane / 0.5 h / 20 °C / Green chemistry

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tetlet.2013.07.163