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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22475Erstellt: 24. Oktober 2026

Dimethylformamide → (2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl chloride

https://huagongshe.com/de/reaction/22475

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktOxalyl chlorideHCID 65578—
Edukt2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetic acidHCID 10130412—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl chlorideHCID 10198354—

Reaktionsschritte

In 30.0 ml of 1,2-dimethoxyethane (DME), 10.0 g of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2(Z)-methoxyiminoacetic acid were stirred at -20° C., followed by the dropwise addition of a chlorinating reagent, which had been prepared beforehand by gradually adding 6.97 g of oxalyl chloride at 5° C. to a mixture of 100 ml of DME and 4.0 g of N,N-dimethylformamide (DMF) and then reacting them for 30 minutes. After they were reacted for 5 minutes, the reaction mixture was poured into 200 ml of ice water to precipitate crystals. The crystals were collected by filtration, washed with 100 ml of ice water, collected by filtration and then, stirred for 30 minutes in 100 ml of n-hexane. After filtration, the resulting crystals were dried under reduced pressure, whereby the title compound was obtained. Yield: 8.2 g (75.1%). Purity: 94.1%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05428173
Quelldatensatzuspto-grants-1995_06
ORD IDord-06bcacbc5f36498ca0864d64b87bbffb
Quellennotizuspto-grants-1995_06