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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007109Generated: November 2, 2026

3-Nitrophenylboronic Acid → 6-(3-Nitro-phenyl)4-methyl-3,4-dihydro-1H-quinoxalin-2-one

https://huagongshe.com/reaction/1007109

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
Reactant6-Bromo-3,4-dihydro-4-methyl-2(1H)-quinoxalinoneHCID 22667740—
Product6-(3-Nitro-phenyl)4-methyl-3,4-dihydro-1H-quinoxalin-2-oneHCID 22667733—

Reaction Steps

Prepared according to the procedure for Example 5 from 6-bromo-4-methyl-3,4-dihydro-1H-quinoxalin-2-one (4.8 g, 20 mmol), and 3-nitrophenylboronic acid (4.8 g, 30 mmol). A red powder (0.95 g, 16%): mp 237-243° C. 1H-NMR (DMSO-d6) δ 2.88 (s, 3H), 6.9 (d, J=7.9 Hz, 1H), 7.01 (d, J=2 Hz, 1H), 7.11 (dd, J=7.9, 2.0 Hz, 1H), 7.7 (t, J=7.9 Hz, 1H), 8.1 (m, 2H), 8.37 (t, J=0.7 Hz), MS (ESI) m/z 283(M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794373B2
Source datasetuspto-grants-2004_09
ORD IDord-138958219be54742b70612bac4e83b3a
Source noteuspto-grants-2004_09