(E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:(E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide
CAS No.:1621382-13-5
Molecular Formula:C₂₉H₃₀N₄O₅S
Molecular Weight:546.647
Hs Code.:

Synonyms:(E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

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Chemical Property of (E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

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Technology Process of (E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

There total 8 articles about (E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide 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: 49.0%

: 14674-38-5
N-(4-methoxybenzylidene)-p-toluenesulfonamide

: 1621382-09-9
(E)-4-[4-(chloromethyl)styryl]-1,2-dimethyl-5-nitro-1H-imidazole

: 1621382-13-5
(E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

Guidance literature:: With Tetrakis(dimethylamino)ethylen; In N,N-dimethyl-formamide; at -20 - 20 ℃; for 13.5h; Schlenk technique; Inert atmosphere;
DOI:10.1055/s-0033-1338572

Reference yield:

: 275386-60-2
4-(hydroxymethyl)-1-(trimethylsilylethynyl)benzene

: 1621382-13-5
(E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

2: toluene-4-sulfonic acid / dichloromethane / 12 h

3: 2,2'-azobis(isobutyronitrile) / toluene / 12 h / 80 °C

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 1.25 h / 150 °C / Inert atmosphere; Microwave irradiation

5: toluene-4-sulfonic acid / methanol / 12 h / 20 °C / Inert atmosphere

6: thionyl chloride / 12 h / 20 °C / Inert atmosphere

7: Tetrakis(dimethylamino)ethylen / N,N-dimethyl-formamide / 13.5 h / -20 - 20 °C / Schlenk technique; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; thionyl chloride; Tetrakis(dimethylamino)ethylen; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: |Stille Cross Coupling;
DOI:10.1055/s-0033-1338572

Reference yield:

: 873-75-6
4-bromobenzenemethanol

: 1621382-13-5
(E)-N-(2-{4-[2-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)vinyl]phenyl}-1-{4-methoxyphenyl}ethyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / 36 h / 70 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

3: toluene-4-sulfonic acid / dichloromethane / 12 h

4: 2,2'-azobis(isobutyronitrile) / toluene / 12 h / 80 °C

5: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 1.25 h / 150 °C / Inert atmosphere; Microwave irradiation

6: toluene-4-sulfonic acid / methanol / 12 h / 20 °C / Inert atmosphere

7: thionyl chloride / 12 h / 20 °C / Inert atmosphere

8: Tetrakis(dimethylamino)ethylen / N,N-dimethyl-formamide / 13.5 h / -20 - 20 °C / Schlenk technique; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; thionyl chloride; Tetrakis(dimethylamino)ethylen; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: |Sonogashira Cross-Coupling / 5: |Stille Cross Coupling;
DOI:10.1055/s-0033-1338572