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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78593Erstellt: 24. Oktober 2026

Triphenylphosphine dibromide → 5-Bromo-3-(5-phenyl-1,3,4-thiadiazol-2-yl)pyrazin-2-amine

https://huagongshe.com/de/reaction/78593

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphine dibromideHCID 70579—
EduktDiisopropylethylamineHCID 81531—
EduktN-aminobenzenecarbothioamideHCID 3361911—
Edukt3-Amino-6-bromopyrazine-2-carboxylic acidHCID 18521600—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-Bromo-3-(5-phenyl-1,3,4-thiadiazol-2-yl)pyrazin-2-amineHCID 5947189143%

Reaktionsschritte

3-amino-6-bromo-pyrazine-2-carboxylic acid (1.000 g, 4.588 mmol) and benzenecarbothiohydrazide (759.1 mg, 4.588 mmol) were suspended in acetonitrile (25.00 mL), cooled in an ice bath and then treated with dibromo-triphenyl-phosphorane (4.453 g, 10.55 mmol) The reaction mixture was allowed to stir in an ice bath for 2 hours and then DIPEA (1.778 g, 2.396 mL, 13.76 mmol) was added slowly at 10° C. The reaction was left to stir at 0-10° C. for a further hour and the resultant precipitate was isolated by filtration, washed with a small amount of acetonitrile and dried (659 mg, 43% Yield). MS (ES+) 335.93

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841308B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-87db2c5641a543e298f4bac069230a5a
Quellennotizuspto-grants-2014_09