Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724828Generated: October 31, 2026

Tetrabutylammonium Fluoride → N-Benzyl-2,3-dibromomaleimide

https://huagongshe.com/reaction/1724828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1H-Pyrrole-2,5-dione, 3,4-dibromo-1-[(1,1-dimethylethyl)dimethylsilyl]-HCID 10690418—
ReactantHCID 178480630HCID 178480630—
ProductN-Benzyl-2,3-dibromomaleimideHCID 3457221—
ProductHCID 178480630HCID 178480630—

Reaction Steps

As depicted in Scheme I, bisbenzimidazolomaleimide (3) was synthesized in an economical fashion from readily available precursors in two steps by condensing deprotonated bisbenzimidazole (4) with N-TBDMS-2,3-dibromomaleimide (6a) followed by deprotection with TBAF to afford 3. Lactam 4 was obtained by condensing deprotonated bisbenzimidazole 5 with N-benzyl-2,3-dibromomaleimide 7, yielding 9, followed by a reduction and deprotection sequence, as shown in Scheme 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488817B2
Source datasetuspto-grants-2009_02
ORD IDord-ec42b8b5b0204a41b27017aab36fb7aa
Source noteuspto-grants-2009_02