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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 839356Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/839356

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—

Reaktionsbedingungen

Temperatur40 °C

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
PatentnummerUS04094877
Quelldatensatzuspto-grants-1978_06
ORD IDord-cc48aec9b63c4c20a9bdd0d489fd456d
Quellennotizuspto-grants-1978_06