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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1401122Erstellt: 27. Oktober 2026

1,2-Dichloroethane → HCID 178451952, Verbindung

https://huagongshe.com/reaction/1401122

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,2,3-Thiadiazol-5-amineHCID 77736—
EduktDiisopropylethylamineHCID 81531—
Edukt1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
EduktSodium BicarbonateHCID 516892—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 178451952HCID 178451952—

Reaktionsschritte

Boc-L-Proline (9.7 g, 45.2 mmol), 4-phenyl-1,2,3,-thiadiazol-5-amine (4.0 g, 22.6 mmol), EDC (8.2 g, 42.9 mmol), HOBt (5.8 g, 42.9 mmol), DIPEA (19.7 ml, 113 mmol) were combined and stirred for 3 days in 40 ml DMF at 60 deg C. Ethyl acetate and saturated aqueous NaHCO3 were added. The aqueous layer was separated and extracted with ethyl acetate. Organic layers were combined and washed with aqueous NaHCO3 and brine. Organic layer was dried over MgSO4 and concentrated to a brown residue. Pure Boc-prolyl-4-phenyl-5-amino-1,2,3-thiadiazole c was obtained by crystallization from 100 ml hot acetonitrile to obtain 5.9 g. Calculated mass 374.5. found 375.3.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08907092B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-92430ae85e3449c381d63675680a8fa8
Quellennotizuspto-grants-2014_12