3,5-DIMETHYLTHIOANISOLE synthesis

6synthesis methods

Product Name:3,5-DIMETHYLTHIOANISOLE
CAS Number:66794-11-4
Molecular formula:C9H12S
Molecular Weight:152.26

38360-81-5
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74-88-4
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$15.00/10g

66794-11-4
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$60.00/100mg

Yield:66794-11-4 88%

Reaction Conditions:

with potassium carbonate;tetrabutylammomium bromide in dimethyl sulfoxide at 20; for 16 h;

Steps:

2.a

2.a 1,3-Dimethyl-5-methylsulfanyl-benzene10.0 g (0.072 mol) of 3,5-dimethylbenzenethiol, 9.95 g (0.072 mol) of potassium carbonate and 0.46 g (1.4 mmol) of tetrabutylammonium bromide are suspended in 20 ml of dimethylsulfoxide under argon. Iodomethane (10.2 g, 0.072 mol) is added dropwise, and the mixture is stirred 16 h at ambient temperature. After pouring the mixture into water, the product is extracted with ether, washed with water, dried over sodium sulfate and concentrated in vacuo. The crude product 9.6 g (0.063 mol; 88%) is obtained as a slightly yellow oil, and is used for the next step without further purification. Elemental analysis C₉H₁₂S (152.26) C [%] H [%] S [%] calculated: 71.00 7.94 21.06 found: 70.82 8.01 20.91

References:

US6949678,2005,B2 Location in patent:Page/Page column 57

22445-41-6 Synthesis