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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5036Generated: October 25, 2026

5-Nitrobenzimidazole → methyl (E)-11-[2-(5-nitro-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

https://huagongshe.com/reaction/5036

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-NitrobenzimidazoleHCID 7195—
ReactantMethyl (E)-11-(2-chloroethylidene)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylateHCID 10448388—
Productmethyl (E)-11-[2-(5-nitro-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylateHCID 10094839—
Productmethyl (E)-11-[2-(6-nitro-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylateHCID 11744007—

Reaction Steps

Compound h, 2.0 g, and 5.2 g of 5-nitrobenzimidazole were treated in a manner similar to Example 23 to give a 1:1 mixture of Compounds E-55a and E-56a. The mixture was separated and purified by silica gel column chromatography (eluting solvent, hexane:ethyl acetate:triethylamine=10:10:1) to give 1.1 g of methyl (E)-11-[2-(5-nitro-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate (Compound E-55a) and 0.7 g of methyl (E)-11-[2-(6-nitro-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate (Compound E-56a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242931
Source datasetuspto-grants-1993_09
ORD IDord-72dde571cee54edf952910d38979812d
Source noteuspto-grants-1993_09