6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

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Chemical Name:6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide
CAS No.:1293979-76-6
Molecular Formula:C₁₆H₁₁BBrF₂N₃S
Molecular Weight:406.061
Hs Code.:

Synonyms:6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

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Chemical Property of 6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

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Technology Process of 6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

There total 3 articles about 6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide 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: 90.0%

: 1293385-64-4
5-bromo-2-(2-(4-(thiophen-2-yl)benzylidene)hydrazinyl)pyridine

: 1293979-76-6
6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

Guidance literature:: With boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20 - 90 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ja2005175

Reference yield: 90.0%

: 1293385-64-4
C₄H₃SC₆H₄CHN₂C₅H₃NBrH

: 109-63-7
trifluoroborane diethyl ether

: 1293979-76-6
6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; B-compound was added dropwise to a mixt. of hydrazole and bicyclo-compound in anhyd. toluene at room temp., heated at 90°C for 3 h under Ar atm.; the mixt. was quenched with water, extd. with CH2Cl2, the organic layerswere washed with water (3 times), dried over anhyd. Na2SO4, evapd. unde r reduced pressure, silica gel column chromy. (CH3OH/CH2Cl2 (0-1%));
DOI:10.1021/ja2005175

Reference yield:

: 77992-44-0
5-bromo-2-hydrazinylpyridine

: 107834-03-7
4-(2-thienyl)benzaldehyde

: 1293979-76-6
6-bromo-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro-[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 3.5 h / 80 °C

2: boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 3 h / 20 - 90 °C / Inert atmosphere

With pyridine; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene;
DOI:10.1021/ja2005175