4,5-Dihydro-2-(methylthio)thiazole → 1-(4,5-Dihydrothiazol-2-yl)azetidin-3-ol

To a solution of 109 mg of 3-hydroxyazetidine HCl [Compound (15)] in 5 ml of ethanol was added a mixture of 133 mg of 2-methylthiothiazoline [Compound (16)] and sodium methoxide (0.9 equivalent mole), and the reaction mixture was refluxed for 8 hours. After removal of the solvent under reduced pressure, the resulting residue was dissolved in chloroform and washed with saturated saline solution. After removal of the solvent under reduced pressure, the resulting residue was washed with diethylether to give 119 mg (81.5%) of 3-hydroxy-1-(thiazolin-2-yl)azetidine [Compound (17)] as crystals.

1. temperaturethe reaction mixture was refluxed for 8 hours
2. customAfter removal of the solvent under reduced pressure
3. dissolutionthe resulting residue was dissolved in chloroform
4. washwashed with saturated saline solution
5. customAfter removal of the solvent under reduced pressure
6. washthe resulting residue was washed with diethylether

ORD record

ord-4ac4a670b0e74c919204719ffebfd63a

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05886172