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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27022Generated: October 26, 2026

Benzoic Acid → 3-(2,4-Bis(diethylamino)phenyl)-3-(4-(dimethylamino)phenyl)phthalide

https://huagongshe.com/reaction/27022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantAcetic AnhydrideHCID 7918—
ReactantN~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamineHCID 19382815—
SolventMethanolHCID 887—
Product3-(2,4-Bis(diethylamino)phenyl)-3-(4-(dimethylamino)phenyl)phthalideHCID 53894173—

Reaction Conditions

Temperature52 °C

Reaction Steps

A mixture of 2-(4-dimethylamino)benzoyl)benzoic acid (8.07 g.), N,N,N',N'-tetraethyl-m-phenylenediamine (7.26 g.) and acetic anhydride (5 ml.) was heated (at 52° C.) during one and one-half hours. Addition of methanol (10 ml., then 15 ml.) afforded 3-(2,4-bis(diethylamino)phenyl)-3-(4-(dimethylamino)phenyl)phthalide (I: X=(CH3CH2)2N, Y2 =Z4 =Z5 =Z6 =Z7 =H, Y4 =(CH3)2N) (10.92 g., m.p. 117°-119° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04220357
Source datasetuspto-grants-1980_09
ORD IDord-f30f47db2f8442358566541d361949ef
Source noteuspto-grants-1980_09