Dimethylformamide → 1-(2-Methyl-3-methylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

A mixture of 1-(2-methyl-3-triisopropylsilanylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one 3.63 g, cesium fluoride 2.91 g and N,N-dimethylformamide 10 ml was stirred at room temperature for thirty minutes. To the resulting mixture was added methyl iodide 2.72 g and the resulting mixture was stirred at room temperature for three hours. To the reaction mixture was added water and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 1-(2-methyl-3-methylthiophenyl)-4-methyl-1,4-dihydrotetrazole-5-one 1.65 g.

1. stirringthe resulting mixture was stirred at room temperature for three hours
2. extractionthe resulting mixture was extracted with ethyl acetate
3. washThe organic layer was washed with water and saturated saline
4. dry with materialwas dried over anhydrous magnesium sulfate
5. concentrationwas then concentrated under reduced pressure

ORD record

ord-70463f43b9f247f69a49adc5096719a5

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09314023B2