Potassium Carbonate → 2-amino-4-[N-[2-(N,N-dimethylamino)ethyl]carbamoyl]-5-(4-pyridyl)thiazole

https://huagongshe.com/reaction/1906023

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Phosphorus trichloride	HCID 24387	—
Reactant	N,N-Dimethylethylenediamine	HCID 66053	—
Reactant	2-Amino-5-(pyridin-4-yl)-1,3-thiazole-4-carboxylic acid	HCID 20144986	—
Solvent	Water	HCID 962	—
Solvent	Pyridine	HCID 1049	—
Product	2-amino-4-[N-[2-(N,N-dimethylamino)ethyl]carbamoyl]-5-(4-pyridyl)thiazole	HCID 20145004	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

To a solution of N,N-dimethylethylenediamine (0.59 ml) in pyridine (10 ml) were added phosphorus trichloride (1.3 g) and 2-amino-5-(4-pyridyl)-4-thiazolecarboxylic acid (1.5 g) and the mixture was stirred at 100° C. for 5 hours. The reaction mixture was poured into water (50 ml), adjusted to pH 8 with aqueous potassium carbonate and extracted with a mixture of chloroform and tetrahydrofuran. The extract was dried over magnesium sulfate and evaporated in vacuo to give 2-amino-4-[N-[2-(N,N-dimethylamino)ethyl]carbamoyl]-5-(4-pyridyl)thiazole (0.4 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04649146
Source dataset	uspto-grants-1987_03
ORD ID	ord-213625369b01458e87ee38bbf9b534e5
Source note	uspto-grants-1987_03