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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551019Generated: October 31, 2026

Methyl {3-[(4-methylphenyl)sulfonyl]-7-nitro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetate → 1-[(4-Methylphenyl)sulfonyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dione

https://huagongshe.com/reaction/551019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl {3-[(4-methylphenyl)sulfonyl]-7-nitro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetateHCID 57663776—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product1-[(4-Methylphenyl)sulfonyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dioneHCID 57663742—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of methyl {3-[(4-methylphenyl)sulfonyl]-7-nitro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetate from Step C (1.00 g, 2.47 mmol) and 10% Pd/C (100 mg) was stirred vigorously in EtOAc (100 mL) under an atmosphere of hydrogen (ca. 1 atm). After 4 h, the mixture was filtered through a pad of Celite, washing with EtOAc (300 mL). To the filtrate was added AcOH (2 mL) and this solution was heated at 80° C. for 1 h, then concentrated in vacuo to give the title compound. MS: m/z=344 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947677B2
Source datasetuspto-grants-2011_05
ORD IDord-1f61f01efc554811ae8dd2b2cb03ca20
Source noteuspto-grants-2011_05