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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 27024Erstellt: 25. Oktober 2026

Acetic Anhydride → 3-(2,4-Bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)phthalide

https://huagongshe.com/reaction/27024

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
Edukt2-(4-(Diethylamino)-2-methylbenzoyl)benzoic acidHCID 104335—
EduktN~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamineHCID 19382815—
LösungsmittelWaterHCID 962—
Produkt3-(2,4-Bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)phthalideHCID 86734898—

Reaktionsschritte

A mixture of 2-(2-methyl-4-(diethylamino)benzoyl)benzoic acid (12.48 g.), N,N,N',N'-tetraethyl-m-phenylenediamine (10.56 g.) and acetic anhydride (12 ml.) was warmed (at 40°±8° C.) during one hour, diluted with water (50 ml., then 100 ml.), adjusted to pH 4.6 and filtered. The filtrate was clarified with water and adjusted to pH 5.5. Recrystallization of the resulting product (m.p. 134°-140° C.) from methanol afforded 3-(2,4-bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)phthalide (I: X=Y4 =(CH3CH2)2N, Y2 =CH3, Z4 =Z5 =Z6 =Z7 =H) (m.p. 149°-151° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04220357
Quelldatensatzuspto-grants-1980_09
ORD IDord-fa66cc458c26455bb8925a70dd2f5bc7
Quellennotizuspto-grants-1980_09