N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide
CAS No.:184957-83-3
Molecular Formula:C₂₈H₃₄N₂O₈S₂
Molecular Weight:590.719
Hs Code.:

Synonyms:N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

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Chemical Property of N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

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Technology Process of N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

There total 7 articles about N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide 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: 70.0%

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

: 184957-83-3
N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

Guidance literature:: With sodium methylate; In methanol; at 50 ℃; for 66h;
DOI:10.1021/jo961743z

Reference yield:

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

: 184957-83-3
N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 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

6: 70 percent / NaOMe / methanol / 66 h / 50 °C

With 1H-imidazole; hydrogenchloride; iodine; nitric acid; sodium methylate; 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

: 184957-83-3
N-[4-Dimethoxymethyl-6,7-dimethoxy-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinolin-5-yl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 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

5: 70 percent / NaOMe / methanol / 66 h / 50 °C

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