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

Base Information

Chemical Name:2-[4'-(tert-butylthio)phenyl]-7,8-dibromo-1,7,8,8a-tetrahydroazulene-1,1-dicarbonitrile
CAS No.:1445756-38-6
Molecular Formula:C₂₂H₂₀Br₂N₂S
Molecular Weight:504.288
Hs Code.:

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

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

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

There total 6 articles about 2-[4'-(tert-butylthio)phenyl]-7,8-dibromo-1,7,8,8a-tetrahydroazulene-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: 100.0%

: 1430198-66-5
2-[4'-(tert-butylthio)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile

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

Guidance literature:: With bromine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo400362u

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With ammonium acetate; bromine; tert.-butyl lithium; trityl tetrafluoroborate; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; toluene; acetonitrile; pentane; 2.1: |Knoevenagel Condensation;
DOI:10.1021/jo400362u

Reference yield:

: 1430198-65-4
2-[2-cyclohepta-2,4,6-trienyl-1-(4'-(tert-butylthio)phenyl)ethylidene]malononitrile

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

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 1.17 h / Cooling with ice; Darkness

2.1: acetonitrile / 0.33 h / 50 °C

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

With bromine; trityl tetrafluoroborate; In dichloromethane; acetonitrile;
DOI:10.1021/jo400362u