ChemicalBook CAS DataBase List 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d][1,2,3]thiadiazole

7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d][1,2,3]thiadiazole synthesis

4synthesis methods

Product Name:7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d][1,2,3]thiadiazole
CAS Number:1326714-47-9
Molecular formula:C12H15BN2O2S
Molecular Weight:262.14

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7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d][1,2,3]thiadiazole

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Yield:1326714-47-9 65%

Reaction Conditions:

with potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane at 95; for 16 h;

Steps:

E

Step E: 7-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-vn-1 ,2,3-benzothiadiazole (TitleCompound)A mixture of 7-bromo-1 ,2,3-benzothiadiazole (100.0 mg, 0.4650 mmol), bis(pinacolato)diboron (165 mg, 0.930 mmol), (1 ,1 'bis-(diphenylphosphino)-ferrocene) palladium dichloride (17.0 mg, 0.0464 mmol), and potassium acetate (79.6 mg, 0.81 1 mmol) in 1 ,4-dioxane (2 mL) was heated to 95 °C for 16 h. The solution was concentrated in vacuo and purified by column chromatography (2 to 5% EtOAc:heptane) to afford 80 mg (65%) of the title compound as light purple solid. ¹H NMR (400 MHz, CDCI₃): δ 1 .41 (s, 12 H), 7.65 (dd, J=8.3, 7.1 Hz, 1 H), 8.12 (dd, J=6.9, 0.9 Hz, 1 H), 8.72 (dd, J=8.3, 1 .0 Hz, 1 H).

References:

WO2011/100502,2011,A1 Location in patent:Page/Page column 50

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References

273-77-8 Synthesis

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References

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References