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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61971Generated: October 30, 2026

Diisopropylethylamine → 2,7-Bis(azocan-1-ylsulfonyl)anthracene-9,10-dione

https://huagongshe.com/reaction/61971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant9,10-Dioxo-9,10-dihydro-anthracene-2,7-disulfonyl dichlorideHCID 23436603—
SolventDichloromethaneHCID 6344—
Product2,7-Bis(azocan-1-ylsulfonyl)anthracene-9,10-dioneHCID 4685135191%

Reaction Conditions

Temperature-50 °C

Reaction Steps

Anthraquinone-2,7-disulfonylchloride (1215 mg, 3 mmole) was dissolved in 100 mL DCM. The solution was cooled to −50° C. To this solution was added 1 mL (8 mmole) of heptamethyleneimine, followed by 1 mL of diisopropylethylamine. The reaction mixture was stirred at room temperature for 4 hrs. Solvent was evaporated and the residue was treated with 1N HCl, filtered off, washed with water and dried. Crude material was crystallized from chloroform-hexane to give 1.014 g (91%) of yellow compound 1-27. H1-NMR (CDCl3): 8.70 (2H, d, C1 and C8), 8.47 (2H, d, C4 and C5), 8.22 (2H, dd, C3 and C6), 3.22 (8H, m), 1.70 (20H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446021B2
Source datasetuspto-grants-2016_09
ORD IDord-da534233dc754001b3cad2c5e06fde76
Source noteuspto-grants-2016_09