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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1707150Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1707150

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
PatentnummerUS04209618
Quelldatensatzuspto-grants-1980_06
ORD IDord-92da73be3588408d8cd7416d4ec2d01b
Quellennotizuspto-grants-1980_06