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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263603Generated: October 26, 2026

Dicyclohexylcarbodiimide → 5-Nitro-isophthalic acid 1-(2,5-dioxo-pyrrolidin-1-yl) ester 3-allyl ester

https://huagongshe.com/reaction/1263603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant3-Allyloxycarbonyl-5-nitrobenzoic acidHCID 20655860—
SolventDichloromethaneHCID 6344—
Product5-Nitro-isophthalic acid 1-(2,5-dioxo-pyrrolidin-1-yl) ester 3-allyl esterHCID 2298609954.7%

Reaction Steps

A solution of 7(a) (10.00 g), N-hydroxysuccinimide (5.04 g) and DCCI (9.03 g) in dichloromethane(400 ml) was stirred at ambient temperature for 3.5 h. The white precipitate which formed was filtered off and the filtrate evaporated under reduced pressure to give a yellow oil. This was purified by flash chromatography eluting with ethyl acetate/hexane (75:25) to give 5-nitro-isophthalic acid 1-(2.5-dioxo-pyrrolidin-1-yl) ester 3-allyl ester (7(b)) as a yellow solid (7.58 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541491B1
Source datasetuspto-grants-2003_04
ORD IDord-8455f08f6a464fa2906666ce7887a45f
Source noteuspto-grants-2003_04