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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707155Generated: October 25, 2026

Acetic Anhydride → 3-(2,4-Bis(diethylamino)phenyl)-3-(4-(diethylamino)-phenyl)-4,5,6,7-tetrachlorophthalide

https://huagongshe.com/reaction/1707155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantN~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamineHCID 19382815—
Reactant3,4,5,6-Tetrachloro-2-carboxy-4'-diethylaminobenzophenoneHCID 19956611—
SolventMethanolHCID 887—
Product3-(2,4-Bis(diethylamino)phenyl)-3-(4-(diethylamino)-phenyl)-4,5,6,7-tetrachlorophthalideHCID 5407575661.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-(4-(diethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid (8.70 g.) N,N,N',N'-tetraethyl-m-phenylenediamine (4.85 g.) and acetic anhydride (5 ml.) was heated (to 90° C.). Addition of methanol (10 ml.) and slurrying the resulting product with methanol (20 ml.) afforded 3-(2,4-bis(diethylamino)phenyl)-3-(4-(diethylamino)phenyl)-4,5,6,7-tetrachlorophthalide (I: X=Y4 =(CH3CH2)2N, Y2 =H, Z4 =Z5 =Z6 =Z7 =Cl) (7.85 g., m.p. 196°-197° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04209618
Source datasetuspto-grants-1980_06
ORD IDord-63ba37d2aa38465a9ba0ed6c1c889503
Source noteuspto-grants-1980_06