N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

Base Information

Chemical Name:N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide
CAS No.:219143-75-6
Molecular Formula:C₂₃H₂₇NO₅S
Molecular Weight:429.537
Hs Code.:

<i>N</i>-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-<i>N</i>-methyl-benzenesulfonamide

Synonyms:N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

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Chemical Property of N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

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Technology Process of N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

There total 6 articles about N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-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: 88.0%

: 219143-74-5
N-[3-(3,4-dimethoxy-phenyl)-3-formyl-6-oxo-heptyl]-N-methyl-benzenesulfonamide

: 219143-75-6
N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; water; at 100 ℃; for 18h;
DOI:10.1016/S0040-4039(98)02032-2

Reference yield:

: 81316-62-3
ethyl 2-(3,4-dimethoxyphenyl)acetoimidate hydrochloride

: 219143-75-6
N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

2: 94 percent / n-BuLi / tetrahydrofuran / 1.) -25 deg C; 2.) -5 deg C to -10 deg C, 10 h

3: 70 percent / 1.) n-BuLi / tetrahydrofuran / 1.) - 25 deg C, 15 min; 2.) -78 deg C, 12 h

4: 1.) MeI, BaO; 2.) NaBH₄; 3.) HCl / 1.) EtNO₂, 130 deg C, 6 h; 2.) EtOH, 0 deg C to 5 deg C, 30 min; 3.) water, 0 deg C to 5 deg C, 30 min

5: 69 percent / PdCl₂, CuCl, O₂ / dimethylformamide; H₂O / 24 h / 45 °C

6: 88 percent / KOH / H₂O; dioxane / 18 h / 100 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; oxygen; triethylamine; copper(l) chloride; palladium dichloride; barium(II) oxide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02032-2

Reference yield:

: 219143-76-7
(3aS,7aS)-2-(3,4-Dimethoxy-benzyl)-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

: 219143-75-6
N-{2-[1-(3,4-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-N-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / n-BuLi / tetrahydrofuran / 1.) -25 deg C; 2.) -5 deg C to -10 deg C, 10 h

2: 70 percent / 1.) n-BuLi / tetrahydrofuran / 1.) - 25 deg C, 15 min; 2.) -78 deg C, 12 h

3: 1.) MeI, BaO; 2.) NaBH₄; 3.) HCl / 1.) EtNO₂, 130 deg C, 6 h; 2.) EtOH, 0 deg C to 5 deg C, 30 min; 3.) water, 0 deg C to 5 deg C, 30 min

4: 69 percent / PdCl₂, CuCl, O₂ / dimethylformamide; H₂O / 24 h / 45 °C

5: 88 percent / KOH / H₂O; dioxane / 18 h / 100 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; oxygen; copper(l) chloride; palladium dichloride; barium(II) oxide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02032-2