2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Base Information

Chemical Name:2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline
CAS No.:188244-70-4
Molecular Formula:C₂₀H₁₈N₂O₇
Molecular Weight:398.372
Hs Code.:

Synonyms:2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

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Chemical Property of 2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

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Technology Process of 2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

There total 7 articles about 2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline 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: 30.0%

: 68771-39-1
1-methyl-6-nitro-1H-quinolin-4-one

: 74733-24-7
4-formyl-3-methoxybenzoic acid methyl ester

: 188244-70-4
2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 188244-70-4
2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NBS, AIBN / CCl₄ / 4 h / Heating

2: 50 percent / Amberlite carbonate / benzene / 0.75 h / Heating

3: 78 percent / MnO₂ / CH₂Cl₂ / 15 h / Heating

4: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

With manganese(IV) oxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); Amberlite carbonate; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; dichloromethane; benzene;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 21873-49-4
6-nitroquinoline-4(1H)-one

: 188244-70-4
2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / KOH / methanol / 24 h / Ambient temperature

2: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

With potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol;
DOI:10.1016/S0223-5234(97)83282-5