Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1048612Erstellt: 25. Oktober 2026

Hydrochloric Acid → 1-(2-Methyl-3-chlorophenyl)-1,4-dihydrotetrazol-5-one

https://huagongshe.com/reaction/1048612

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium AzideHCID 33557—
Edukt1-Chloro-3-isocyanato-2-methylbenzeneHCID 2735770—
EduktAluminum(III) ChlorideHCID 6451240—
EduktSodium NitriteHCID 23668193—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(2-Methyl-3-chlorophenyl)-1,4-dihydrotetrazol-5-oneHCID 13664618554,1%

Reaktionsschritte

Under ice-cooling, to N,N-dimethylformamide 250 mL was added anhydrous aluminum chloride 21.9 g and the resulting mixtures were stirred for fifteen minutes. Thereto was added sodium azide 10.7 g and the resulting mixtures were stirred for fifteen minutes and thereto was then added 1-chloro-3-isocyanato-2-methylbenzene 25.0 g and the resulting mixtures were heated at 80° C. for five hours. After cooling the mixtures, to a mixture of sodium nitrite g, water 2 L and ice 500 g was added the reaction solutions with stirring. The mixtures were acidified with 10% hydrochloric acid and were extracted with ethyl acetate. The organic layers were washed with water and saturated saline, and were dried over anhydrous magnesium sulfate and were then concentrated under reduced pressure to give 1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one 17.0 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09380782B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-6dff5a3d4def4a8e94a9f4458b88d63d
Quellennotizuspto-grants-2016_07