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HRID 2260806Erstellt: 27. Oktober 2026

Potassium Carbonate → (S,S)-2-Methyl-5-(3-methyl-1,2,4-thiadiazol-5-yl)-2,5-diazabicyclo[2.2.1]heptane

https://huagongshe.com/reaction/2260806

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(1S,4S)-2-Methyl-2,5-diazabicyclo[2.2.1]heptaneHCID 11029795—
Edukt5-Chloro-3-methyl-1,2,4-thiadiazoleHCID 12919159—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S,S)-2-Methyl-5-(3-methyl-1,2,4-thiadiazol-5-yl)-2,5-diazabicyclo[2.2.1]heptaneHCID 5703607536,2%

Reaktionsschritte

A solution of 1.04 g of 5-chloro-3-methyl-1,2,4-thiadiazole, prepared by the procedure of J. Goerdeler, Chim. Ber., 1957, 90, 182, in 2 ml of tetrahydrofuran is added over one hour to a solution of 0.825 g of (S,S)-2-methyl-2,5-diazabicyclo[2.2.1]heptane and 0.77 g of potassium carbonate in 10 ml of tetrahydrofuran. The reaction mixture is stirred at room temperature overnight, diluted with methylene chloride and the organic layer is washed with water. The methylene chloride solution is dried and concentrated in vacuo to dryness. The residue is purified by chromatography (aluminum oxide, Activity Grade 2.5: 2% methyl alcohol/methylene chloride) to give 0.56 g of the desired product:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05478939
Quelldatensatzuspto-grants-1995_12
ORD IDord-8cf852a12857412ebe9b93cbfd6a1649
Quellennotizuspto-grants-1995_12