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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78585Erstellt: 24. Oktober 2026

Triethylamine → 3-amino-6-bromo-N'-(phenylcarbonyl)pyrazine-2-carbohydrazide

https://huagongshe.com/de/reaction/78585

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzoylhydrazineHCID 11955—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Edukt3-Amino-6-bromopyrazine-2-carboxylic acidHCID 18521600—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-amino-6-bromo-N'-(phenylcarbonyl)pyrazine-2-carbohydrazideHCID 5947235573,5%

Reaktionsschritte

TBTU (22.09 g, 68.80 mmol) and triethylamine (4.642 g, 6.394 mL, 45.87 mmol) were added to a suspension of 3-amino-6-bromo-pyrazine-2-carboxylic acid (10 g, 45.87 mmol) and benzohydrazide (7.494 g, 55.04 mmol) in DMF (100.0 mL) and the resulting solution stirred at ambient temperature for 48 hours and then poured into water (400 mL) with vigorous stirring. This was allowed to stir for 30 minutes, filtered and washed with water. The moist solid was dissolved in hot EtOAc, dried (MgSO4), filtered and concentrated in vacuo and the resultant solid dried under vacuum to give the desired product (11.34 g, 73% Yield). 1H NMR (400.0 MHz, DMSO) d 7.51 (2H, m), 7.61 (1H, m), 7.69 (2H, br s), 7.92 (2H, m), 8.44 (1H, s), 10.48 (1H, br s), 10.54 (1H, br s) ppm; MS (ES+) 338.01

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841308B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-cd25e745e6ad4c6c8a4d53b81cbc2ae8
Quellennotizuspto-grants-2014_09