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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2082772Erstellt: 26. Oktober 2026

Benzoyl chloride → N-(3-Carboxymethyl-5-phenyl-2-thienyl)-benzamide

https://huagongshe.com/reaction/2082772

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl chlorideHCID 7412—
EduktMethyl cyanoacetateHCID 7747—
EduktMethyl 2-amino-5-phenylthiophene-3-carboxylateHCID 705256—
EduktHCID 23341632HCID 23341632—
LösungsmittelWaterHCID 962—
LösungsmittelHexamethylphosphoramideHCID 12679—
ProduktN-(3-Carboxymethyl-5-phenyl-2-thienyl)-benzamideHCID 23341625—

Reaktionsschritte

Methyl 2-amino-5-phenyl-thiophene-3-carboxylate (1.3 g, 0.0055 mole) in hexamethyl phosphoramide (prepared by the method of Chemische Berichte, 99, 94 (1966) but using methyl cyanoacetate in place of ethyl cyanoacetate) (20 ml.) was stirred and treated with benzoyl chloride (1.56 g, 1.28 ml, 0.011 mole). The solution was stirred for 2 hours, poured into water (750 ml), stored overnight and the title compound filtered off (1.31 g) m.p. 190° C. Similarly prepared was: N-(3-Carboxymethyl-5-phenyl-2-thienyl) cyclohexane carboxamide, m.p. 121°-122° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04082771
Quelldatensatzuspto-grants-1978_04
ORD IDord-47bb0a7efc064b86a30d65c93c0fa913
Quellennotizuspto-grants-1978_04