3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

Base Information

Chemical Name:3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester
CAS No.:333455-26-8
Molecular Formula:C₂₂H₁₈Cl₂N₄O₃
Molecular Weight:457.316
Hs Code.:

Synonyms:3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

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Chemical Property of 3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

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Technology Process of 3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

There total 6 articles about 3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester 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: 80.0%

: 5927-18-4
trimethyl phosphonoacetate

: 333455-25-7
2-(2,6-dichloro-phenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinoline-7-carbaldehyde

: 333455-26-8
3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; for 2h;
DOI:10.1021/jm020446l

Reference yield:

: 333458-41-6
2-(2-cyano-3-methylamino-4-nitrophenyl)-2-methyl-3-oxobutyric acid ethyl ester

: 333455-26-8
3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / H₂ / 10 percent Pd/C / ethyl acetate / 24 h / 2585.74 Torr

2.1: tetrahydrofuran / 5 h / 20 °C

2.2: 63 percent / HgO / tetrahydrofuran

3.1: 88 percent / conc. H₂SO₄; AcOH / 2.5 h / 100 °C

4.1: 92 percent / SeO₂ / dioxane / 5 h / 100 °C

5.1: 80 percent / aq. LiOH / tetrahydrofuran / 2 h

With lithium hydroxide; selenium(IV) oxide; sulfuric acid; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethyl acetate; 5.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm020446l

Reference yield:

: 6590-95-0
2,6-dichlorophenylisothiocyanate

: 333455-26-8
3-[2-(2,6-Dichlorophenylamino)-1,6-dimethyl-9-oxo-8,9-dihydro-1H-imidazo[4,5-h]isoquinolin-7-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 5 h / 20 °C

1.2: 63 percent / HgO / tetrahydrofuran

2.1: 88 percent / conc. H₂SO₄; AcOH / 2.5 h / 100 °C

3.1: 92 percent / SeO₂ / dioxane / 5 h / 100 °C

4.1: 80 percent / aq. LiOH / tetrahydrofuran / 2 h

With lithium hydroxide; selenium(IV) oxide; sulfuric acid; acetic acid; In tetrahydrofuran; 1,4-dioxane; 4.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm020446l