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

Base Information

Chemical Name:2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline
CAS No.:188244-73-7
Molecular Formula:C₂₀H₁₈N₂O₆
Molecular Weight:382.373
Hs Code.:

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

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

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

There total 10 articles about 2-(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: 31.0%

: 188244-71-5
4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

: 188244-73-7
2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Guidance literature:: With sodium tetrahydroborate; In isopropyl alcohol; for 3h;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

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

: 188244-73-7
2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Guidance literature:: Multi-step reaction with 6 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

5: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: 31 percent / NaBH₄ / propan-2-ol / 3 h

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

Reference yield:

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

: 188244-73-7
2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

Guidance literature:: Multi-step reaction with 4 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

3: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 31 percent / NaBH₄ / propan-2-ol / 3 h

With potassium hydroxide; sodium tetrahydroborate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;
DOI:10.1016/S0223-5234(97)83282-5