7-cyanobenzo[b]thiophen-2-ylboronic acid
- Product Name
- 7-cyanobenzo[b]thiophen-2-ylboronic acid
- CAS No.
- 1119899-37-4
- Chemical Name
- 7-cyanobenzo[b]thiophen-2-ylboronic acid
- Synonyms
- 7-cyanobenzo[b]thiophen-2-ylboronic acid;B-(7-Cyanobenzo[b]thien-2-yl)boronic acid;Boronic acid, B-(7-cyanobenzo[b]thien-2-yl)-
- CBNumber
- CB72611023
- Molecular Formula
- C9H6BNO2S
- Formula Weight
- 203.03
- MOL File
- 1119899-37-4.mol
7-cyanobenzo[b]thiophen-2-ylboronic acid Property
- Boiling point:
- 474.9±48.0 °C(Predicted)
- Density
- 1.43±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- pka
- 6.35±0.30(Predicted)
- Appearance
- Light yellow to yellow Solid
N-Bromosuccinimide Price
- Product number
- CS-0037456
- Product name
- (7-Cyanobenzo[b]thiophen-2-yl)boronicacid
- Packaging
- 100mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- CS-0037456
- Product name
- (7-Cyanobenzo[b]thiophen-2-yl)boronicacid
- Packaging
- 250mg
- Price
- $141
- Updated
- 2021/12/16
- Product number
- CS-0037456
- Product name
- (7-Cyanobenzo[b]thiophen-2-yl)boronicacid
- Packaging
- 1g
- Price
- $282
- Updated
- 2021/12/16
- Product number
- BOR0002603
- Product name
- 7-CYANOBENZO[B]THIOPHEN-2-YLBORONIC ACID
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $502.6
- Updated
- 2021/12/16
- Product number
- CS-0037456
- Product name
- (7-Cyanobenzo[b]thiophen-2-yl)boronicacid
- Packaging
- 5g
- Price
- $845
- Updated
- 2021/12/16
7-cyanobenzo[b]thiophen-2-ylboronic acid Chemical Properties,Usage,Production
Synthesis
22780-71-8
1119899-37-4
The general procedure for the synthesis of 7-cyanobenzo[b]thiophene-2-ylboronic acid using benzo[B]thiophene-7-carbonitrile as starting material was as follows: first, benzo[B]thiophene-7-carbonitrile (20 g, 0.126 mol) was dissolved in anhydrous THF (500 mL) under nitrogen protection. Subsequently, the reaction mixture was cooled to -90 °C in a liquid nitrogen bath and n-butyllithium (2.5 M hexane solution, 60 mL, 0.15 mol) was slowly added dropwise with continuous stirring. After the dropwise addition was completed, the reaction mixture was continued to be stirred at -90 °C for 30 minutes. Next, trimethyl borate (26 g, 0.25 mol) was added to the reaction system and the reaction was continued at the same temperature for 30 minutes. Upon completion of the reaction, 2M HCl aqueous solution (300 mL) was added to neutralize the reaction mixture, at which point a solid precipitated. The mixture was continued to be stirred for 30 minutes and gradually warmed up to room temperature (about 30°C). Subsequently, the reaction mixture was poured into water (200 mL) and the precipitated solid was collected by filtration. Finally, the solid was washed with ice water and dried to give the target product 7-cyanobenzo[b]thiophen-2-ylboronic acid (18 g, 72% yield) as a white solid.
References
[1] Patent: WO2009/26345, 2009, A1. Location in patent: Page/Page column 45
7-cyanobenzo[b]thiophen-2-ylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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