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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717764Generated: October 26, 2026

Dimethylformamide → 2(1H)-Quinoxalinone, 3,4-dihydro-

https://huagongshe.com/reaction/717764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantO-PhenylenediamineHCID 7243—
ReactantTriethylamineHCID 8471—
Product2(1H)-Quinoxalinone, 3,4-dihydro-HCID 185949—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of o-phenylenediamine (4 g, 37.03 mmol) in DMF (30 mL) was added triethylamine (10.3 mL, 74.06) followed by ethyl-2-bromo acetate (4.53 mL, 40.73 mmol). The reaction was stirred at RT for 16 h and at 80° C. for 3 h. The reaction was monitored by TLC. After completion of reaction, the DMF was removed under vacuum. Water (20 mL) was added to the reaction mixture, which was then extracted with EtOAc (300 mL). The organic layer was dried over sodium sulfate, concentrated under vacuum, and the product recrystallized with DCM/hexane in 1:1 ratio to obtain 2.2 g of desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-6021c58e75c1457b949ae4f6c2098976
Source noteuspto-grants-2015_11