Methyl 2-(Methylthio)thiazole-4-carboxylate synthesis
- Product Name:Methyl 2-(Methylthio)thiazole-4-carboxylate
- CAS Number:76862-26-5
- Molecular formula:C6H7NO2S2
- Molecular Weight:189.26
Yield:76862-26-5 30%
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]
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