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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099176Generated: October 31, 2026

(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid → 4-(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)-thiophene-2-carbonitrile

https://huagongshe.com/reaction/2099176

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acidHCID 10987806—
Reactant4-Bromothiophene-2-carbonitrileHCID 14292355—
SolventWaterHCID 962—
Product4-(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)-thiophene-2-carbonitrileHCID 9943699—

Reaction Steps

The product was prepared, from (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid and 4-bromo-2-thiophenecarbonitrile according to the procedure outlined in Example 5, as a yellowish solid: mp 230-231° C. (decomposed); 1H-NMR (CDCl3) δ 8.32 (s, 1H, D2O exchangeable), 7.83 (d, 1H, J=1.5 Hz), 7.61 (d, 1H, J=1.4 Hz), 7.43 (dd, 1H, J=8.2, 1.9 Hz), 7.29 (d, 1H, J=1.8 Hz), 6.85 (d, 1H, J=8.2 Hz), 1.78 (s, 6H); MS (EI) m/z 283 ([M−H]−, 100%); Anal. Calcd. For C15H12N2O2S.0.2 H2O: C, 62.57; H, 4.34; N, 9.73. Found: C, 62.48; H, 4.31; N, 9.64.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569564B2
Source datasetuspto-grants-2009_08
ORD IDord-6535d0f80321497a9fdead6915d8c703
Source noteuspto-grants-2009_08