Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413896Generated: October 27, 2026

Acetic Anhydride → 3-[2,4-Bis(dimethylamino)phenyl]-3-(9-ethyl-3-carbazolyl)phthalide

https://huagongshe.com/reaction/1413896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-HCID 89715—
Reactant2-(9-Ethyl-9H-carbazole-3-carbonyl)benzoic acidHCID 20471359—
Product3-[2,4-Bis(dimethylamino)phenyl]-3-(9-ethyl-3-carbazolyl)phthalideHCID 20523542—

Reaction Steps

A mixture of 3.43 g (0.01 mole) of 2-[(9-ethyl-3-carbazolyl)carbonyl]benzoic acid, 1.80 g (0.011 mole) of N,N,N',N'-tetramethyl-m-phenylenediamine and 4.0 ml of acetic anhydride was interacted in a manner similar to that described in Example 1, part C above to yield 3-[2,4-bis(dimethylamino)phenyl]-3-(9-ethyl-3-carbazolyl)phthalide (Formula V: R0 =R1 =R2 =R3 =H; R=CH3 ; R4 =N(CH3)2 ; R8 =CH2CH3) which melted over the range 134°-142° C. A significant infrared absorption maximum appeared at 1753 cm-1 (C=O; s). A toluene solution of this product spotted on silica gel developed a bordeaux-colored image.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04251446
Source datasetuspto-grants-1981_02
ORD IDord-2df7b78f3ef64cdda1162e3bcf4e7a0f
Source noteuspto-grants-1981_02