Reaction #1135805

Reaction equation

sodium bicarbonate

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

potassium carbonate

dimethyl sulfate

→

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

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   OtherTo the reaction mixtures
2. 2
   Extractionthe mixtures were extracted with ethyl acetate
3. 3
   WashThe organic layers were washed with aqueous saturated sodium bicarbonate solution
4. 4
   Dryingwere dried over anhydrous sodium sulfate
5. 5
   ConcentrationThe resulting mixtures were concentrated under reduced pressure

Procedure

A mixture of the above-mentioned 1-(2-methyl-3-iodophenyl)-1,4-dihydrotetrazole-5-one, potassium carbonate 17.40 g, dimethyl sulfate 5.78 g and N,N-dimethylformamide 150 mL was stirred at 25° C. for one hour. To the reaction mixtures was added aqueous saturated sodium bicarbonate solution and the mixtures were extracted with ethyl acetate. The organic layers were washed with aqueous saturated sodium bicarbonate solution and were dried over anhydrous sodium sulfate. The resulting mixtures were concentrated under reduced pressure to give 1-(2-methyl-3-iodophenyl)-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Intermediate (PRI-P)”) 8.10 g.

Source