1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

Base Information

Chemical Name:1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline
CAS No.:184957-82-2
Molecular Formula:C₃₅H₄₀N₂O₁₀S₃
Molecular Weight:744.908
Hs Code.:

Synonyms:1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

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Chemical Property of 1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

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Technology Process of 1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

There total 6 articles about 1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)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%

: 98-59-9
p-toluenesulfonyl chloride

: 184957-81-1
5-amino-1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)quinoline

: 184957-82-2
1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

Guidance literature:: With 1H-imidazole; triethylamine; for 18h;
DOI:10.1021/jo961743z

Reference yield:

: 105908-35-8
6,7-dimethoxy-4-methylquinoline

: 184957-82-2
1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / HNO₃ / 1.) -50-(-40) deg C, 1 h, 2.) -30 deg C, 25 min

2: 73 percent / TFA, t-BuI, I₂, FeCl₂ / dimethylsulfoxide / 5 h / 80 - 85 °C

3: 93 percent / HCl / diethyl ether / 65 h / Heating

4: 86 percent / NiCl₂, BaBH₄ / methanol / 0.08 h / 50 °C

5: 67 percent / Et₃N, imidazole / 18 h

With 1H-imidazole; hydrogenchloride; iodine; nitric acid; tert-Butyl iodide; triethylamine; trifluoroacetic acid; nickel dichloride; iron(II) chloride; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1021/jo961743z

Reference yield:

: 159394-50-0
6,7-dimethoxy-4-methyl-5-nitroquinoline

: 184957-82-2
1,2,3,4-tetrahydro-6,7-dimethoxy-4-(dimethoxymethyl)-1-(4-methylbenzenesulfonyl)-5-(bis(4-methylbenzenesulfonyl)amino)quinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / TFA, t-BuI, I₂, FeCl₂ / dimethylsulfoxide / 5 h / 80 - 85 °C

2: 93 percent / HCl / diethyl ether / 65 h / Heating

3: 86 percent / NiCl₂, BaBH₄ / methanol / 0.08 h / 50 °C

4: 67 percent / Et₃N, imidazole / 18 h

With 1H-imidazole; hydrogenchloride; iodine; tert-Butyl iodide; triethylamine; trifluoroacetic acid; nickel dichloride; iron(II) chloride; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1021/jo961743z