6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

Base Information

Chemical Name:6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline
CAS No.:73367-85-8
Molecular Formula:C₁₉H₂₂N₄O₃
Molecular Weight:354.409
Hs Code.:

Synonyms:6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

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Chemical Property of 6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

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Technology Process of 6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

There total 16 articles about 6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline 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: 67.0%

: 73367-84-7
6-(3-azidopropyl)-6-ethyl-3-(N-(methoxycarbonyl)anilino)cyclohexa-2,4-dien-1-one

: 73367-85-8
6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

Guidance literature:: In benzene; for 3.5h; Heating;
DOI:10.1021/ja00348a051

Reference yield:

: 758640-21-0,103-32-2
N-Benzylaniline

: 73367-85-8
6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / p-toluenesulfonic acid / benzene / 20 h / Heating

2: 1.) lithium diisopropylamide / 1.) THF, hexane, HMPA, -78 deg C, 2.5 h, 2.) -78 deg C, 5 h, room temperature, 15 h

3: 1.) lithium diisopropylamide / 1.) THF, hexane, HMPA, -78 deg C, 7 h, 2.) -78 deg C, 5 h, room temperature, 15 h

4: 63 percent / hydrogen / 5percent palladium on carbon / acetic acid; ethanol / 15 h / 1810.02 Torr

5: 100 percent / n-butyllithium / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) room temperature, 2 h

6: 90 percent / sodium azide / dimethylformamide / 12 h / 80 °C

7: 69 percent / N-bromosuccinimide, azobis(isobutyronitrile) / CCl₄ / 1 h / Heating

8: 79 percent / tetraethylammonium acetate / acetone / 1 h / Heating

9: 67 percent / benzene / 3.5 h / Heating

With N-Bromosuccinimide; n-butyllithium; sodium azide; 2,2'-azobis(isobutyronitrile); tetraethylammonium acetate; hydrogen; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00348a051

Reference yield:

: 85203-07-2
3-(N-benzylanilino)-6-ethylcyclohex-2-en-1-one

: 73367-85-8
6a-ethyl-5,6,6a,7,9a,9b-hexahydro-9-(N-(methoxycarbonyl)anilino)-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>quinoline

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) lithium diisopropylamide / 1.) THF, hexane, HMPA, -78 deg C, 7 h, 2.) -78 deg C, 5 h, room temperature, 15 h

2: 63 percent / hydrogen / 5percent palladium on carbon / acetic acid; ethanol / 15 h / 1810.02 Torr

3: 100 percent / n-butyllithium / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) room temperature, 2 h

4: 90 percent / sodium azide / dimethylformamide / 12 h / 80 °C

5: 69 percent / N-bromosuccinimide, azobis(isobutyronitrile) / CCl₄ / 1 h / Heating

6: 79 percent / tetraethylammonium acetate / acetone / 1 h / Heating

7: 67 percent / benzene / 3.5 h / Heating

With N-Bromosuccinimide; n-butyllithium; sodium azide; 2,2'-azobis(isobutyronitrile); tetraethylammonium acetate; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00348a051