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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 358995Generated: October 25, 2026

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

https://huagongshe.com/reaction/358995

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-methoxy-1H-benzimidazoleHCID 78598—
ReactantMethyl (E)-11-(2-chloroethylidene)-6,11-dihydrodibenz[b,e]oxepin-2-carboxylateHCID 10448388—
Productmethyl (E)-11-[2-(5-methoxy-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylateHCID 10410194—
Productmethyl (E)-11-[2-(6-methoxy-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylateHCID 10477545—

Reaction Steps

Compound h, 2.9 g, and 4.2 g of 5-methoxybenzimidazole were treated in a manner similar to Example 23 to give a 1:1 mixture of Compounds E-61a and E-62a. The mixture was separated and purified by silica gel column chromatography (eluting solvent, hexane:ethyl acetate:triethylamine=10:10:1) to give 0.8 g of methyl (E)-11-[2-(5-methoxy-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate (Compound E-61a), 0.5 g of methyl (E)-11-[2-(6-methoxy-1-benzimidazolyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate (Compound E-62a) and 2.3 g of the mixture of Compounds E-61a and E-62a.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04999363
Source datasetuspto-grants-1991_03
ORD IDord-da94dc7067334b65926e65e1d0f066fb
Source noteuspto-grants-1991_03