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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403613Generated: October 24, 2026

N-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochloride → 2-[6-anilino-1,3,5-hexatrienyl]-4,6-diiodo-1,3,3-trimethyl-3H-indolium iodide

https://huagongshe.com/en/reaction/403613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochlorideHCID 73902—
Reactant4,6-diiodo-1,2,3,3-tetramethyl-3H-indolium iodideHCID 86695331—
SolventAcetic AnhydrideHCID 7918—
Product2-[6-anilino-1,3,5-hexatrienyl]-4,6-diiodo-1,3,3-trimethyl-3H-indolium iodideHCID 86695341—

Reaction Steps

100 mg (0.18 mmol) of 4,6-diiodo-1,2,3,3-tetramethyl-3H-indolium iodide and 51 mg (0.18 mmol) of N-[5-(phenylamino)-2,4-pentadienylidene]aniline monohydrochloride were stirred in 2 mL of acetic anhydride at 110-120° C. for 15 min. After cooling the product was precipitated with ether, filtered off and washed with ether. Yield: 67 mg (53%). λmax (abs) 483 nm (methanol). This product was used for following step without additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748446B2
Source datasetuspto-grants-2014_06
ORD IDord-b69a77ffa2634595b9ed29fb3687e7ab
Source noteuspto-grants-2014_06