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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896418Generated: October 30, 2026

Methyl(Z)-2-azido-3-(4-benzyloxy-3-nitrophenyl)acrylate → Methyl 6-benzyloxy-5-nitro-indole-2-carboxylate

https://huagongshe.com/reaction/896418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl(Z)-2-azido-3-(4-benzyloxy-3-nitrophenyl)acrylateHCID 86598196—
SolventO-XyleneHCID 7237—
ProductMethyl 6-benzyloxy-5-nitro-indole-2-carboxylateHCID 1611022515%

Reaction Steps

To a stirred solution of 200 ml of boiling xylene 4.93 g ((13.9 mmol) of methyl (Z)-2-azido-3-(4-benzyloxy-3-nitrophenyl)acrylate is added in small portions. After completion of the addition the reaction mixture is refluxed until the gas formation is over (about 0.5 h), then cooled to room temperature, the precipitated product is filtered off and washed with n-hexane to yield 0.67 g (15%) of the title compound. Mp.: 184-187° C. (xylene).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919355B2
Source datasetuspto-grants-2005_07
ORD IDord-a2723bf0468b4d7c8259cd86b9a90966
Source noteuspto-grants-2005_07