7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Base Information

Chemical Name:7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile
CAS No.:1448895-30-4
Molecular Formula:C₂₅H₁₇N₃O₃
Molecular Weight:407.428
Hs Code.:

Synonyms:

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Chemical Property of 7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

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Technology Process of 7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

There total 6 articles about 7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile 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: 37.0%

: 1448895-24-6
7-bromo-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

: 5720-07-0
4-methoxyphenylboronic acid

: 1448895-30-4
7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; In water; toluene; at 90 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo4020326

Reference yield:

: 100-19-6
(4-nitrophenyl)ethanone

: 1448895-30-4
7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid; ammonium acetate / toluene / Dean-Stark; Reflux

2.1: triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere

3.1: trityl tetrafluoroborate / 1,2-dichloro-ethane / 1 h / Inert atmosphere; Reflux

3.2: 1 h / 0 - 20 °C / Inert atmosphere

3.3: 1 h / Inert atmosphere; Reflux; Darkness

4.1: bromine / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0 - 25 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate / toluene; water / 24 h / 90 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; ammonium acetate; bromine; trityl tetrafluoroborate; acetic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; toluene; 1.1: |Knoevenagel Condensation / 6.1: |Suzuki Coupling;
DOI:10.1021/jo4020326

Reference yield:

: 94111-20-3
2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

: 1448895-30-4
7-(4-methoxyphenyl)-2-(4-nitrophenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: bromine / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0 - 25 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate / toluene; water / 24 h / 90 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; bromine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; toluene; 3: |Suzuki Coupling;
DOI:10.1021/jo4020326