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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 453353Erstellt: 24. Oktober 2026

Triethylamine → N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide

https://huagongshe.com/de/reaction/453353

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPyrimidine-2,5-diamineHCID 229075—
Edukt2-Methyl-5-nitrobenzoic acidHCID 519683—
LösungsmittelThionyl ChlorideHCID 24386—
ProduktN-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamideHCID 16118604—

Reaktionsschritte

2-methyl-5-nitrobenzoic acid (659 mg, 3.64 mmol) was heated to reflux in SOCl2 (6 mL) for 1 h. After cooling to room temperature and concentrating to dryness, the crude acid chloride was taken up in CH2Cl2 (25 mL). Pyrimidine-2,5-diamine 7 (400 mg, 3.64 mmol) was added to the solution and the mixture was allowed to stir at rt over night. The mixture became a thick white suspension. NEt3 (700 L, 4.73 mmol) was added. After 2 h, a thick white suspension remained. The mixture was filtered through a Buchner funnel and washed with copious amounts of CH2Cl2 to remove NEt3HCl salt, affording N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide 8 as an off-white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492404B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-ed21a3494afc44138dba256196849147
Quellennotizuspto-grants-2013_07