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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707134Generated: October 26, 2026

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

https://huagongshe.com/reaction/1707134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetic AnhydrideHCID 7918—
Reactant2-[4-(Dimethylamino)benzoyl]benzoic acidHCID 88937—
Reactant1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-HCID 89715—
Product3-(2,4-Bis(dimethylamino)phenyl)-3-(4-(dimethylamino)phenyl)phthalideHCID 20440832—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 2-(4-(dimethylamino)benzoyl)benzoic acid (26.8 g.), N,N,N',N'-tetramethyl-m-phenylenediamine (16.4 g.) and acetic anhydride (80 g.) was heated (to 95° C.) during one hour, cooled and poured into dilute hydrochloric acid. The resulting mixture was basified. Recrystallization of the resulting solid from a mixture of toluene and hexane afforded 3-(2,4-bis(dimethylamino)phenyl)-3-(4-(dimethylamino)-phenyl)phthalide (I: X=Y4 =(CH3)2N, Y2 =Z4 =Z5 =Z6 =Z7 =H) (m.p. 190°-194° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04209618
Source datasetuspto-grants-1980_06
ORD IDord-4943263f11e249f094588e17f61a020f
Source noteuspto-grants-1980_06