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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1048613Erstellt: 25. Oktober 2026

Dimethylformamide → 1-(2-Methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazol-5-one

https://huagongshe.com/reaction/1048613

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt1-(2-Methyl-3-chlorophenyl)-1,4-dihydrotetrazol-5-oneHCID 136646185—
LösungsmittelWaterHCID 962—
Produkt1-(2-Methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazol-5-oneHCID 89875342—

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09380782B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-403e7a438de74a10aec040243e727c0b
Quellennotizuspto-grants-2016_07