1,3-Dibromo-5-fluorobenzene → 6-(3-Bromo-5-fluorophenyl)-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one

HRID 50673

Reaktionsgleichung

Reaktionsgleichung von HRID 50673
[CH3:1][C:2]1([CH3:16])[C:7]2[CH:8]=[C:9](B(O)O)[CH:10]=[CH:11][C:6]=2[NH:5][C:4](=[O:15])[O:3]1.[Br:17][C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[C:20](Br)[CH:19]=1>>[Br:17][C:18]1[CH:19]=[C:20]([C:9]2[CH:10]=[CH:11][C:6]3[NH:5][C:4](=[O:15])[O:3][C:2]([CH3:16])([CH3:1])[C:7]=3[CH:8]=2)[CH:21]=[C:22]([F:24])[CH:23]=1

Komponenten

3

Edukt 2

HCID 1370031,3-Dibromo-5-fluorobenzeneHCID 10987806(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid

Produkt 1

HCID 98098756-(3-Bromo-5-fluorophenyl)-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one

Versuchsvorschrift

Prepared from (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid and 1,3-dibromo-5-fluorobenzene following Procedure B. White solid: mp 182-183° C.; 1H-NMR (DMSO-d6) δ 10.36 (s, 1H, D2O exchangeable), 7.78 (s, 1H), 7.58-7.65 (m, 3H), 7.49 (dd, 1H, J=8.3, 1.8 Hz), 6.96 (d, 1H, J=8.5 Hz), 1.69 (s, 6H); 19F-NMR (DMSO-d6) δ −112.46 (m, 1F); MS (EI) m/z 352 ([M+H]+, 78%), 350 ([M+H]+, 75%). Anal. Calc. For C16H13BrFNO2: C, 54.88; H, 3.74, N, 4.00. Found: C, 54.83; H, 3.82; N, 3.95.

Quellen und Nachweise

ORD-Eintrag
ord-f24975840d6c469a8bf58372b29ceb65
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713478B2

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