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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78557Erstellt: 24. Oktober 2026

Aniline → 3-amino-6-bromo-N-phenylpyrazine-2-carboxamide

https://huagongshe.com/de/reaction/78557

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAnilineHCID 6115—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktDiisopropylethylamineHCID 81531—
Edukt3-Amino-6-bromopyrazine-2-carboxylic acidHCID 18521600—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt3-amino-6-bromo-N-phenylpyrazine-2-carboxamideHCID 5293714874,4%

Reaktionsschritte

A mixture of 3-amino-6-bromo-pyrazine-2-carboxylic acid (3.5 g, 16.05 mmol), 1,1′-carbonyldiimidazole (5.205 g, 32.10 mmol), DIPEA (2.282 g, 3.075 mL, 17.66 mmol) and DMAP (98.04 mg, 0.8025 mmol) were combined in DMSO (131.2 mL) and stirred for 30 min. Aniline (1.495 g, 1.463 mL, 16.05 mmol) was then added and the resulting solution stirred at RT for 18 hours. After this time water was added and the product collected by filtration to give a brown powder (3.5 g, 74% Yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841308B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-5fed8c8601554ad38411a17b244187ee
Quellennotizuspto-grants-2014_09