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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 27119Erstellt: 23. Oktober 2026

Methoxyacetic Acid → 5-(Methoxymethyl)-1,3,4-thiadiazol-2-amine

https://huagongshe.com/de/reaction/27119

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethoxyacetic AcidHCID 12251—
EduktThiosemicarbazideHCID 2723789—
LösungsmittelWaterHCID 962—
Produkt5-(Methoxymethyl)-1,3,4-thiadiazol-2-amineHCID 660844—

Reaktionsschritte

Addition of phosphonyl chloride to a mixture of thiosemicarbazide and methoxyacetic acid at 60°-95° and working up of the product yields 5-amino-2-methoxymethyl-(1,3,4)-thiadiazole, m.p. 177°-179° (from water). When this compound is diazotised and treated with cuprous bromide 5-bromo-2-methoxymethyl-(1,3,4)-thiadiazole results and reaction of this bromo compound with zinc dust in acetic acid at room temperature yields 2-methoxymethyl-(1,3,4)-thiadiazole, m.p. 30.5°-32°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04220652
Quelldatensatzuspto-grants-1980_09
ORD IDord-dcbc79e18d474118a2d91bc9adf16d18
Quellennotizuspto-grants-1980_09