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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78628Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/78628

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Edukt3-Methylthiophene-2-carbohydrazideHCID 2760084—
Edukt3-Amino-6-bromopyrazine-2-carboxylic acidHCID 18521600—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-amino-6-bromo-N'-(3-methylthiophene-2-carbonyl)pyrazine-2-carbohydrazideHCID 5947230136,2%

Reaktionsschritte

To a suspension of 3-amino-6-bromo-pyrazine-2-carboxylic acid (13.26 g, 60.82 mmol) and 3-methylthiophene-2-carbohydrazide (10 g, 60.82 mmol) in DMF (95.00 mL) cooled in an ice bath was added Et3N (7.385 g, 10.17 mL, 72.98 mmol) followed by TBTU (23.43 g, 72.98 mmol) portionwise after complete addition, the reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was diluted with EtOAc (50 mL) and water (50 mL). The layers were separated and the organic extracts washed with water (1×50 mL) and brine (1×50 mL), dried over MgSO4 and concentrated to leave a brown solid (7.85 g, 36% yield) which was used directly in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841308B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-55330aedf68643dbaa35d72ee088f145
Quellennotizuspto-grants-2014_09