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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575424Generated: October 29, 2026

Water → Methyl 10-bromo-3-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate

https://huagongshe.com/reaction/575424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLawesson's reagentHCID 87949—
ReactantMethyl 10-bromo-3-(2-(cyclopropanecarbonyl)hydrazinecarbonyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylateHCID 86693476—
SolventTolueneHCID 1140—
ProductMethyl 10-bromo-3-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylateHCID 86693478—

Reaction Steps

Methyl 10-bromo-3-(2-(cyclopropanecarbonyl)hydrazinecarbonyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate was dissolved in toluene (0.56 mL) and treated with Lawesson's reagent (1.3 equiv., 29.8 mg, 0.07359 mmol). The reaction was heated to reflux until judged complete by LC/MS analysis. The solution was cooled to room temperature. Water was added and the solution was extracted 2× with methylene chloride. The organic layers were combined, dried with sodium sulfate and concentrated in vacuo. The crude material was carried forward without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034866B2
Source datasetuspto-grants-2015_05
ORD IDord-7d5c5a013288478c835719c8459b0ec4
Source noteuspto-grants-2015_05