ChemicalBook CAS DataBase List 2-Methylmercaptobenzothiazole

2-Methylmercaptobenzothiazole synthesis

9synthesis methods

Product Name:2-Methylmercaptobenzothiazole
CAS Number:615-22-5
Molecular formula:C8H7NS2
Molecular Weight:181.28

95-16-9 Synthesis

95-16-9
391 suppliers
$14.14/10gm:

5053-24-7 Synthesis

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

615-22-5
186 suppliers
$10.00/5g

Yield:615-22-5 79%

Reaction Conditions:

with carbonylhydridetris(triphenylphosphine)rhodium(I);1,3-bis(dicyclohexylphosphine)propane in 1,2-dichloro-benzene for 3 h;Inert atmosphere;Reflux;

Steps:

2-(methylthio)-4-phenylthiazole 3a:
1,3-bis(dicyclohexylphosphino)propane (dcypp: 20.0 mol%, 21.9mg) was dissolved in o-dichlorobenzene (1.0 mL) in a two-necked flask equipped under argon atmosphere. Then, RhH(CO)(PPh₃)₃ (10.0 mol%, 23.0 mg), 4-phenylthiazole 1a (0.25 mmol, 40.3 mg)and 2-methylthiothiazole 5 (0.75 mmol, 78 L) were added to the solution, and the mixture was heated at reflux for 3 h. Then, the solvent was removed under reduced pressure, and the residue was purified byflash columm chromatography on silica gel giving 2-(methylthio)-4-phenylthiazole 3a (38.5 mg, 74%). 3a¹¹

References:

Arisawa, Mieko;Nihei, Yuri;Yamaguchi, Masahiko [Heterocycles,2015,vol. 90,# 2,p. 939 - 949]