ChemicalBook CAS DataBase List 2-(METHYLTHIO)THIAZOLE

2-(METHYLTHIO)THIAZOLE synthesis

7synthesis methods

Product Name:2-(METHYLTHIO)THIAZOLE
CAS Number:5053-24-7
Molecular formula:C4H5NS2
Molecular Weight:131.22

288-47-1 Synthesis

288-47-1
286 suppliers
$6.00/1g

624-92-0 Synthesis

624-92-0
332 suppliers
$20.62/5 mL

5053-24-7
158 suppliers
$30.00/5g

Yield: 80%

Reaction Conditions:

Stage #1:1,3-thiazole with n-butyllithium in tetrahydrofuran;hexanes at -78;Inert atmosphere;
Stage #2:Dimethyldisulphide in tetrahydrofuran;hexanes for 2 h;

Steps:

1.44
44) 2-(methylthio)thiazole A solution of n-BuLi (2.5 M, 2.1 ml, 5.2 mmol) in hexanes was added dropwise to a stirred solution of thiazole (0.36 ml, 5 mmol) in dry THF (20 ml) at -78°C under inert atmosphere. After 1 h, 1,2-dimethyldisulfane (5.2 mmol) was added. The reaction mixture was stirred for additional 2 h, quenched with saturated Na₂CO₃, extracted with ether, and the organic layers dried with MgSO₄. The crude was purified by distillation under reduce pressure giving 0.52 g (80%) of 2-(methylthio)thiazole. ¹H NMR (400 MHz, CDCl₃), δ (ppm): 7,65 (1H, d); 7,20 (1H, d); 2,70 (3H, s);

References:

Università Degli Studi Di Milano - Bicocca;UNIVERSITE DE GENEVE;UNIVERSITE CLAUDE BERNARD - LYON 1 EP2107054, 2009, A1 Location in patent:Page/Page column 29