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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277871Generated: October 30, 2026

3-Bromo-5-fluorobenzonitrile → 3-Fluoro-5-(2,2,4,4-tetramethyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)-benzonitrile

https://huagongshe.com/reaction/277871

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-5-fluorobenzonitrileHCID 2783330—
ReactantHCID 23435577HCID 23435577—
Product3-Fluoro-5-(2,2,4,4-tetramethyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)-benzonitrileHCID 18374561—

Reaction Steps

Prepared using the coupling procedure for Example 13 starting with 6-bromo-2,2,4,4-tetramethyl-1,4-dihydro-2H-3,1-benzoxazine and 3-bromo-5-fluorobenzonitrile. A white solid: 1H-NMR (DMSO-d6) δ 8.03 (s, 1H), 7.87 (d, 1H, J=10.7 Hz), 7.65 (d, 1H, J=10.7 Hz), 7.57 (d, 1H, J=1.98 Hz) 7.45 (dd, 1H, J=8.33, 1.98 Hz), 6.65 (d, 1H, J=8.33 Hz), 6.42 (s, 1H), 1.52 (s, 6H), 1.34 (s, 6H); MS (ES) m/z 311 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358948B1
Source datasetuspto-grants-2002_03
ORD IDord-069f3985f6da487fb7f399b4061769ea
Source noteuspto-grants-2002_03