3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile

Base Information

• Chemical Name: 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile
• CAS No.: 1293912-79-4
• Molecular Formula: C₄₂H₃₀N₄O₃S
• Molecular Weight: 670.791

Synonyms:3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile

Chemical Property of 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile

There total 4 articles about 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile 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: 14.0%

5-(4-bromophenyl)-4-(4-bromophenylsulfonyl)-2,2-diphenyl-2,3-dihydrofuran (1293912-72-7) + m-cyanoaniline (2237-30-1) + anthranilic acid nitrile (1885-29-6) → 2-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-74-9) + 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-79-4) + 3-(4-{2-[4-(3-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-76-1)

Guidance literature:

5-(4-bromophenyl)-4-(4-bromophenylsulfonyl)-2,2-diphenyl-2,3-dihydrofuran; m-cyanoaniline; With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 70 ℃; for 12h; Inert atmosphere;

anthranilic acid nitrile; With 18-crown-6 ether; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.02.049

Reference yield:

1-(4-bromophenyl)-2-(4-bromophenylsulfonyl)ethanone (86516-54-3) → 2-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-74-9) + 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-79-4) + 3-(4-{2-[4-(3-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper diacetate; manganese triacetate / acetic acid / 1 h / 80 °C / Microwave irradiation

2.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / 70 °C / Inert atmosphere

2.2: 3 h / 100 °C / Inert atmosphere

With copper diacetate; palladium diacetate; manganese triacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In acetic acid; toluene; 2.1: Buchwald-Hartwig coupling reaction / 2.2: Buchwald-Hartwig coupling reaction;

DOI:10.1016/j.tetlet.2011.02.049

Reference yield:

4-bromobenzenesulfonyl chloride (98-58-8) → 2-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-74-9) + 3-(4-{2-[4-(2-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-79-4) + 3-(4-{2-[4-(3-cyanophenylamino)phenyl]-5,5-diphenyl-4,5-dihydrofuran-3-ylsulfonyl}phenylamino)benzonitrile (1293912-76-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate; sodium sulfite / water / 0.33 h / 100 °C / Microwave irradiation

1.2: 0.75 h / 100 °C / Microwave irradiation

2.1: copper diacetate; manganese triacetate / acetic acid / 1 h / 80 °C / Microwave irradiation

3.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 12 h / 70 °C / Inert atmosphere

3.2: 3 h / 100 °C / Inert atmosphere

With copper diacetate; palladium diacetate; manganese triacetate; sodium hydrogencarbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium sulfite; In water; acetic acid; toluene; 3.1: Buchwald-Hartwig coupling reaction / 3.2: Buchwald-Hartwig coupling reaction;

DOI:10.1016/j.tetlet.2011.02.049

upstream raw materials:

5-(4-bromophenyl)-4-(4-bromophenylsulfonyl)-2,2-diphenyl-2,3-dihydrofuran

m-cyanoaniline

anthranilic acid nitrile

1-(4-bromophenyl)-2-(4-bromophenylsulfonyl)ethanone

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