1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Chemical Name:1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
CAS No.:783357-59-5
Molecular Formula:C₂₄H₃₁N₃O₅
Molecular Weight:441.527
Hs Code.:

Synonyms:1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Chemical Property of 1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Technology Process of 1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

There total 3 articles about 1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl 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: 93.0%

: 108-91-8,157973-60-9
cyclohexylamine

: 122-51-0
orthoformic acid triethyl ester

: 783357-48-2
3-(2-chloro-4-fluoro-5-nitrophenyl)-3-oxopropionic acid ethyl ester

: 783357-59-5
1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: orthoformic acid triethyl ester; 3-(2-chloro-4-fluoro-5-nitrophenyl)-3-oxopropionic acid ethyl ester; With acetic anhydride; for 1h; Heating;

cyclohexylamine; In dimethyl sulfoxide; at 20 ℃; for 1h;

With potassium carbonate; In dimethyl sulfoxide; at 90 ℃;
DOI:10.1016/j.farmac.2004.01.014

Reference yield:

: 2252-51-9
2-choro-4-fluorobenzoic acid

: 783357-59-5
1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / aq. HNO₃; H₂SO₄ / 1 h / 20 °C

2.1: SOCl₂ / 2 h / Heating

3.1: Et₃N; MgCl₂ / acetonitrile / 2.5 h / 20 - 25 °C

3.2: Et₃N / acetonitrile / 20 °C

4.1: Ac₂O / 1 h / Heating

4.2: dimethylsulfoxide / 1 h / 20 °C

4.3: 93 percent / K₂CO₃ / dimethylsulfoxide / 90 °C

With thionyl chloride; sulfuric acid; nitric acid; acetic anhydride; triethylamine; magnesium chloride; In acetonitrile;
DOI:10.1016/j.farmac.2004.01.014

Reference yield:

: 120890-66-6
2-chloro-4-fluoro-5-nitrobenzoyl chloride

: 783357-59-5
1-cyclohexyl-7-cyclohexylamino-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃N; MgCl₂ / acetonitrile / 2.5 h / 20 - 25 °C

1.2: Et₃N / acetonitrile / 20 °C

2.1: Ac₂O / 1 h / Heating

2.2: dimethylsulfoxide / 1 h / 20 °C

2.3: 93 percent / K₂CO₃ / dimethylsulfoxide / 90 °C

With acetic anhydride; triethylamine; magnesium chloride; In acetonitrile;
DOI:10.1016/j.farmac.2004.01.014