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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553025Generated: October 31, 2026

Pyridine → HCID 178462542, compound

https://huagongshe.com/reaction/553025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDiethyl EtherHCID 3283—
Reactant3-(3-Carboxypropyl)-2,3-dimethyl-1-ethyl-3h-indolium iodide saltHCID 67164042—
Reactant1-ethyl-3-methyl-2-((E)-2-phenylamino-vinyl)-5-sulfo-3-(3-sulfo-propyl)-3H-indolium sodium saltHCID 87293323—
SolventAcetic AcidHCID 176—
SolventAcetic AnhydrideHCID 7918—
ProductHCID 178462542HCID 178462542—

Reaction Steps

500 mg (1 mmol) 1-ethyl-3-methyl-2-((E)-2-phenylamino-vinyl)-5-sulfo-3-(3-sulfo-propyl)-3H-indolium sodium salt 2 and 387 mg (1 mmol) 3-(3-carboxypropyl) -2,3-dimethyl-1-ethyl-3H-indolium iodide 3 salt were dissolved in a mixture of 10 ml acetic acid and 10 ml acetic anhydride. Subsequently, 5 ml pyridine was added. The solution was stirred under reflux for 15 minutes. After cooling to room temperature (about 20° C. to about 22° C.), 20 ml ether was added. The precipitate that was obtained, which was a mixture of the diastereomers 4.1 and 4.2, was extracted by suction, washed with ether, and dried. The residue was purified by column chromatography: RP-18: methanol/water 1/1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951959B2
Source datasetuspto-grants-2011_05
ORD IDord-7195d35ad4b0453ba02100497013ffef
Source noteuspto-grants-2011_05