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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504115Generated: October 30, 2026

Formic Acid → 1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde

https://huagongshe.com/reaction/1504115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonitrileHCID 66960477—
CatalystNickelHCID 935—
Product1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehydeHCID 8667047692%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonitrile(1.0 g) and Raney nickel(3.0 g) were suspended in formic acid(10 ml), and the mixture was stirred at 100° C. for 2 hours. The reaction mixture was filtered to remove insoluble matter, and the filtrate was condensed under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=50:50→20:80). The purified product was condensed under reduced pressure to give the title compound(0.92 g) as a yellowish-white solid (yield=92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-1579b0d0bd794b2a8503296cc80c1efd
Source noteuspto-grants-2015_12