methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

Base Information

Chemical Name:methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate
CAS No.:169831-74-7
Molecular Formula:C₂₀H₁₈N₂O₄
Molecular Weight:350.374
Hs Code.:

Synonyms:methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

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Chemical Property of methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

Chemical Property:

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Technology Process of methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

There total 6 articles about methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate 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:

: 16133-44-1
dimethyl 2-<(4-nitrophenyl)amino>-2-butenedioate

: 169831-74-7
methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / various solvent(s) / a) 235 - 240 deg C, 5 min, b) RT, overnight

2: 1.) sodium hydride / 1.) DMF, 80 deg C, 35 min, 2.) DMF, 80 deg C, 5 h

3: 79 percent / H₂ / Raney nickel / methanol / 1.5 h / 2585.7 Torr

4: diisopropylethylamine / CH₂Cl₂; dimethylformamide / 65 h / Ambient temperature

With hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00022a008

Reference yield:

: 16133-46-3
methyl 1,4-dihydro-6-nitro-4-oxo-2-quinolinecarboxylate

: 169831-74-7
methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) sodium hydride / 1.) DMF, 80 deg C, 35 min, 2.) DMF, 80 deg C, 5 h

2: 79 percent / H₂ / Raney nickel / methanol / 1.5 h / 2585.7 Torr

3: diisopropylethylamine / CH₂Cl₂; dimethylformamide / 65 h / Ambient temperature

With hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00022a008

Reference yield:

: 100-01-6,104810-17-5
4-nitro-aniline

: 169831-74-7
methyl 1,4-dihydro-1-methyl-6-<(4-methylbenzoyl)amino>-4-oxo-2-quinolinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / methanol / 2 h / Heating

2: 89 percent / various solvent(s) / a) 235 - 240 deg C, 5 min, b) RT, overnight

3: 1.) sodium hydride / 1.) DMF, 80 deg C, 35 min, 2.) DMF, 80 deg C, 5 h

4: 79 percent / H₂ / Raney nickel / methanol / 1.5 h / 2585.7 Torr

5: diisopropylethylamine / CH₂Cl₂; dimethylformamide / 65 h / Ambient temperature

With hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00022a008