Water → 6,6'-Di(benzo[d]thiazol-2-yl)-3,3'-bipyridine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	2-(5-Bromopyridin-2-yl)benzo[d]thiazole	HCID 66799761	—
Reactant	2-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)benzo[d]thiazole	HCID 66806357	—
Catalyst	HCID 178418397	HCID 178418397	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	6,6'-Di(benzo[d]thiazol-2-yl)-3,3'-bipyridine	HCID 56943828	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of 9 (0.591 g, 2.03 mmol), 16 (0.700 g, 2.07 mmol), tetrakis(triphenylphosphine)palladium(0) (117 mg, 102 μmol), Na2CO3 (1.59 g, 15.0 mmol), H2O (15 mL) and THF (25 mL) was degassed with argon for about 20 min while stirring. The stirring reaction mixture was then maintained under argon at about 80° C. for about 19 h. Upon completion, the mixture was cooled to RT, filtered and the precipitate collected as a white solid (0.83 g, 97%). This compound was found to be insoluble in numerous common organic solvents.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09328086B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-ea8654c40532450d9b06fb7680ca74bb
Source note	uspto-grants-2016_05