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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717765Generated: October 25, 2026

2(1H)-Quinoxalinone, 3,4-dihydro- → 4-Nitroso-3,4-dihydroquinoxalin-2(1H)-one

https://huagongshe.com/reaction/717765

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-Quinoxalinone, 3,4-dihydro-HCID 185949—
ReactantSodium NitriteHCID 23668193—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product4-Nitroso-3,4-dihydroquinoxalin-2(1H)-oneHCID 1315030066.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

3,4-Dihydro-1H-quinoxalin-2-one (500 mg, 3.378 mmol) was dissolved in 3N HCl (10 mL) and stirred for 5 min. at 0° C. A solution of sodium nitrite (256 mg, 3.716 mmol) in water (2 mL) was added at 0° C., and the reaction mixture was stirred for 2 h at RT. After completion of reaction, water was added and the mixture extracted twice with DCM (100 mL). The combined organic layers were washed with water, dried over sodium sulfate and concentrated under reduced pressure to obtain 400 mg of 3,4-dihydro-4-nitrosoquinoxalin-2(1H)-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-24f5d11fe391424b8550b68b20cabb37
Source noteuspto-grants-2015_11