Réaction #1135795

Équation de réaction

methyl iodide

1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one

N,N-dimethylformamide

sodium hydride

→

1-(2-methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazole-5-one

Solvants

water

Conditions de réaction

Traitement

1. 1
   Températurecooling
2. 2
   AutreTo the reaction mixtures
3. 3
   Températurecooling
4. 4
   TempératureThe mixtures were raised to room temperature
5. 5
   workup.STIRRINGwere stirred for fourteen hours
6. 6
   AutreTo the reaction mixtures
7. 7
   Extractionthe mixtures were extracted with ethyl acetate
8. 8
   LavageThe organic layers were washed with 10% hydrochloric acid, water and saturated saline
9. 9
   Séchagewere dried over anhydrous magnesium sulfate
10. 10
    Concentrationwere then concentrated under reduced pressure

Mode opératoire

To a mixture of the above-mentioned 1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one 10.00 g and N,N-dimethylformamide 100 mL was added 55% sodium hydride 2.30 g under ice-cooling. The mixtures were raised to room temperature and were stirred for one hour. To the reaction mixtures was added methyl iodide 3.2 mL under ice-cooling. The mixtures were raised to room temperature and were stirred for fourteen hours. To the reaction mixtures was added water and the mixtures were extracted with ethyl acetate. The organic layers were washed with 10% hydrochloric acid, water and saturated saline, and were dried over anhydrous magnesium sulfate and were then concentrated under reduced pressure. The resulting residues were subjected to a silica gel column chromatography to give 1-(2-methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Intermediate (PRC-P)”) 1.56 g.

Source