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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664081Generated: October 24, 2026

N-methyl-2-pyrrolidone → 2,2'-(Disulphanediyldiethane-2,1-diyl)bis(6-chloro-1H-benzo[de]-isoquinoline-1,3(2H)-dione)

https://huagongshe.com/reaction/1664081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-chloro-HCID 77672—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-[(2-Aminoethyl)disulfanyl]ethan-1-amine hydrochlorideHCID 167628—
Product2,2'-(Disulphanediyldiethane-2,1-diyl)bis(6-chloro-1H-benzo[de]-isoquinoline-1,3(2H)-dione)HCID 59428884—

Reaction Conditions

Temperature120 °C

Reaction Steps

9.30 g of 6-chloro-1H,3H-benzo[de]isochromene-1 ,3-dione and 4.46 g of hydrochlorided cystamine hydrochloride are suspended in 50 ml of N-methylpyrrolidone (NMP). 5.5 g of diisopropylethylamine are added and the mixture is heated with stirring at 120° C. After two hours, 50 ml of NMP are added and the mixture is kept with stirring at 120° C. for 3 hours. After cooling, the precipitated product is recovered and the filtered solution is extended by addition of 200 ml of water, and a second precipitate is recovered. The precipitates are washed with water and dried. 11.46 g of white powder are recovered. The analyses show that the product is in accordance with the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08038731B2
Source datasetuspto-grants-2011_10
ORD IDord-ee6a623d63a74f3484eefa9efffc054f
Source noteuspto-grants-2011_10