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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66234Generated: 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/66234

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 plate: mp 276°-278°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04130716
Source datasetuspto-grants-1978_12
ORD IDord-45b22a592c164f49b68473621678da58
Source noteuspto-grants-1978_12