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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 262341Generated: October 26, 2026

Tetrahydrofuran → 8-Chloro-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxaldehyde

https://huagongshe.com/reaction/262341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant8-Chloro-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-methanolHCID 12377890—
CatalystManganese dioxideHCID 14801—
SolventTetrahydrofuran hexaneHCID 21883165—
Product8-Chloro-5,6-dihydro-4-oxo-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxaldehydeHCID 12377891—

Reaction Steps

A solution of 5.85 g. (17 mmol) of the end product of Example 14 in 600 ml. dry THF was mixed with 24 g. of activated MnO2 and heated to reflux for 17 hours. The mixture was cooled, filtered and the collected solids washed thoroughly with THF. The combined filtrate and washings were concentrated in vacuo. Recrystallization of this crude product from THF/hexane yielded the desired end product. An analytical sample was prepared by an additional recrystallization from THF/hexane and was obtained as colorless plates: mp 276°-278°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04153799
Source datasetuspto-grants-1979_05
ORD IDord-b715ca919a7d4e58bd0e210d664b2ad6
Source noteuspto-grants-1979_05