6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

Base Information

Chemical Name:6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one
CAS No.:335293-17-9
Molecular Formula:C₂₀H₁₈ClNO₄
Molecular Weight:371.82
Hs Code.:

Synonyms:6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

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Chemical Property of 6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

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Technology Process of 6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

There total 8 articles about 6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-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: 82.0%

: 362604-16-8
dimethyl 6-N-(3,4,5-trimethylphenyl)acetylamino-4-chloro-1,3-isophthalate

: 335293-17-9
6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jm000275p

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 335293-17-9
6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: I₂; Ag₂SO₄ / methanol / 0.75 h / 20 °C

2: 93 percent / 1,2-dichloro-ethane / 3 h / 80 °C

3: 74 percent / Et₃N; (PPh₃)2PdCl₂ / dimethylformamide / 16 h / 80 °C / 760.05 Torr

4: 80 percent / H₂SO₄; MeOH / 1 h / Heating

5: 78 percent / 1,2-dichloro-ethane / 12 h / 80 °C

6: 82 percent / LIN(TMS)2 / tetrahydrofuran / 1 h / 0 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; iodine; silver sulfate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm000275p

Reference yield:

: 51719-67-6
3,4,5-trimethylphenylacetic acid

: 335293-17-9
6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: (COCl)2; DMF / CH₂Cl₂ / 20 °C

2: 78 percent / 1,2-dichloro-ethane / 12 h / 80 °C

3: 82 percent / LIN(TMS)2 / tetrahydrofuran / 1 h / 0 °C

With oxalyl dichloride; N,N-dimethyl-formamide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm000275p