7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Base Information

Chemical Name:7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile
CAS No.:1430198-69-8
Molecular Formula:C₃₂H₃₂N₂S₂
Molecular Weight:508.751
Hs Code.:

Synonyms:7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

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Chemical Property of 7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

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Technology Process of 7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

There total 8 articles about 7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-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: 42.0%

: 1430198-67-6
7-bromo-2-[4'-(tert-butylthio)phenyl]-1,8-dihydroazulene-1,1-dicarbonitrile

: 820972-68-7
4-(tert-butylsulfanyl)phenylboronic acid

: 1430198-69-8
7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: With potassium phosphate; palladium diacetate; ruphos; In water; toluene; at 25 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jo4020326

Reference yield:

: 25752-90-3
tert-butyl 4-bromophenyl sulfide

: 1430198-69-8
7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

1.2: 0.5 h / -78 - 20 °C

2.1: ammonium acetate / toluene; acetic acid / 5 h / 180 °C / Dean-Stark

3.1: triethylamine / dichloromethane / 1.17 h / -78 °C

4.1: trityl tetrafluoroborate / dichloromethane / 8 h / 20 °C / Darkness

4.2: 1.17 h / Cooling with ice; Darkness

5.1: acetonitrile / 0.33 h / 50 °C

6.1: bromine / dichloromethane / 1 h / -78 °C

7.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 2 h / 0 °C

8.1: potassium phosphate; palladium diacetate; ruphos / toluene; water / 48 h / Inert atmosphere; Darkness

With potassium phosphate; ammonium acetate; bromine; tert.-butyl lithium; palladium diacetate; trityl tetrafluoroborate; triethylamine; lithium hexamethyldisilazane; ruphos; In tetrahydrofuran; dichloromethane; water; acetic acid; toluene; acetonitrile; pentane; 2.1: |Knoevenagel Condensation / 8.1: |Suzuki Coupling;
DOI:10.1021/jo400362u

Reference yield:

: 1445756-38-6
2-[4'-(tert-butylthio)phenyl]-7,8-dibromo-1,7,8,8a-tetrahydroazulene-1,1-dicarbonitrile

: 1430198-69-8
7-[4-(tert-butylthio)phenyl]-2-(4-(tert-butylthio)phenyl)-1,8a-dihydroazulene-1,1-dicarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 2 h / 0 °C

2: potassium phosphate; palladium diacetate; ruphos / toluene; water / 48 h / Inert atmosphere; Darkness

With potassium phosphate; palladium diacetate; lithium hexamethyldisilazane; ruphos; In tetrahydrofuran; water; toluene; 2: |Suzuki Coupling;
DOI:10.1021/jo400362u