Propargyl bromide → 4,5-dimethyl-3-(prop-2-ynyl)thiazol-2(3H)-imine hydrobromide

Participants

Role	Name	HCID	Charge
Reactant	Propargyl bromide	HCID 7842	—
Reactant	2-Amino-4,5-dimethyl-1,3-thiazole	HCID 73238	—
Solvent	Toluene	HCID 1140	—
Solvent	Diethyl Ether	HCID 3283	—
Product	4,5-dimethyl-3-(prop-2-ynyl)thiazol-2(3H)-imine hydrobromide	HCID 86640857	72.6%

Reaction Conditions

Temperature	85 °C

Reaction Steps

To a solution of 4,5-dimethylthiazol-2-amine (2.5 g, 19.5 mmol) in 10 mL toluene was added propargyl bromide (2.78 g, 23.4 mmol). The reaction was heated at 85° C. for 12 h then cooled. The crude material was diluted with diethyl ether and the solid was collected via filtration to give 3.5 g of the title compound which was used without further purification. m/z 167.1 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08841334B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-b6f5b5843ebb4d588a2e5b6422eff13e
Source note	uspto-grants-2014_09