Potassium Phosphate, Tribasic → N-(4-(2,6-dichlorophenylthio)pyridin-2-yl)-4-methylthiazol-2-amine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	2-Amino-4-methylthiazole	HCID 74143	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	2-Chloro-4-(2,6-dichlorophenylthio)pyridine	HCID 86634735	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Product	N-(4-(2,6-dichlorophenylthio)pyridin-2-yl)-4-methylthiazol-2-amine	HCID 24826589	65.2%

Reaction Steps

Using the method of Example 3, Step B, 4-methylthiazol-2-amine (0.196 g, 1.72 mmol), 2-chloro-4-(2,6-dichlorophenylthio)pyridine (0.500 g, 1.72 mmol), potassium phosphate (0.402 g, 1.89 mmol), Pd2(dba)3 (0.079 g, 0.086 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.050 g, 0.86 mmol) were reacted to provide N-(4-(2,6-dichlorophenylthio)pyridin-2-yl)-4-methylthiazol-2-amine (0.413 g, 65% yield) as a white powder. 1H NMR (d6-DMSO) δ 11.03 (s, 1H), 8.09 (d, 1H), 7.77 (d, 2H), 7.64 (t, 1H), 6.58 (s, 1H), 6.57 (d, 1H), 6.52 (s, 1H), 2.19 (s, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08022222B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-f8f45ca9d10d41e89be4a305b3eab25e
Source note	uspto-grants-2011_09