3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

Base Information

Chemical Name:3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene
CAS No.:1228186-20-6
Molecular Formula:C₁₆H₁₁BBr₂F₂N₂O
Molecular Weight:455.892
Hs Code.:

Synonyms:3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

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Chemical Property of 3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

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Technology Process of 3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

There total 7 articles about 3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene 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: 79.0%

: 128-08-5
N-Bromosuccinimide

: 109-97-7,30604-81-0
pyrrole

: 109-63-7
boron trifluoride diethyl etherate

: 123-11-5
4-methoxy-benzaldehyde

: 1228186-20-6
3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

Guidance literature:: pyrrole; 4-methoxy-benzaldehyde; With hydrogenchloride; In water; at 20 ℃; for 12h;

N-Bromosuccinimide; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

boron trifluoride diethyl etherate; With triethylamine; In toluene; at 100 ℃; for 1h; Inert atmosphere;
DOI:10.1039/d1cc05863k

Reference yield: 40.0%

: 176446-62-1
5-(4-methoxyphenyl)dipyrromethane

: 1228186-20-6
3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1314661-35-2
3-bromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1350764-73-6
2,3,5,6-tetrabromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1374964-34-7
2,3,5-tribromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

Guidance literature:: 5-(4-methoxyphenyl)dipyrromethane; With N-Bromosuccinimide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 1h;

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/c2dt00019a

Reference yield: 40.0%

: 128-08-5
N-Bromosuccinimide

: 109-63-7
boron trifluoride diethyl etherate

: 176446-62-1
5-(4-methoxyphenyl)dipyrromethane

: 4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1228186-20-6
3,5-dibromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1314661-35-2
3-bromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1350764-73-6
2,3,5,6-tetrabromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

: 1374964-34-7
2,3,5-tribromo-4,4-difluoro-8-(4-methoxyphenyl)-4-bora-3a,4a-diaza-s-indacene

Guidance literature:: With triethylamine; 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; In tetrahydrofuran; dichloromethane; (under N2); ligand treated with N-bromosuccinimide in THF at -78°C for 1 h, warmed to room temp., solvent evapd., flash column chromy. with CH2Cl2, dissolved in CH2Cl2, DDQ added, stirred at room temp. for 1 h, NEt3, BF3*Et2O added at room temp.; washed with soln. of NaOH, H2O, organic layer dried over Na2SO4, filtered, evapd., silica gel column chromy. with petroleum ether-CH2Cl2 90:10, solvent removed on rotary evaporator under vac.;
DOI:10.1039/c2dt00019a