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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707153Generated: October 25, 2026

Acetic Anhydride → Fthalide

https://huagongshe.com/reaction/1707153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-HCID 89715—
Reactant3,4,5,6-Tetrachloro-2-carboxy-4'-diethylaminobenzophenoneHCID 19956611—
SolventMethanolHCID 887—
ProductFthalideHCID 33791103%

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'-tetramethyl-m-phenylenediamine (3.61 g.) and acetic anhydride (5 ml.) was heated (to 90° C.). Addition of methanol (10 ml.) and slurrying the resulting product with methanol afforded 3-(2,4-bis(dimethylamino)phenyl)-3-(4-diethylamino)phenyl)-4,5,6,7-tetrachlorophthalide (I: X=(CH3)2N, Y2 =H, Y4 =(CH3CH2)2N, Z4 =Z5 =Z6 =Z7 =Cl) (5.60 g., m.p. 206°-207.5° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04209618
Source datasetuspto-grants-1980_06
ORD IDord-d283eb55b2834c49ac3948d675786cd5
Source noteuspto-grants-1980_06