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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946629Generated: October 31, 2026

Water → Pyrido[2,3-b][1,5]benzoxazepin-5(6H)-one

https://huagongshe.com/reaction/1946629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 59783469HCID 59783469—
SolventDimethylformamideHCID 6228—
ProductPyrido[2,3-b][1,5]benzoxazepin-5(6H)-oneHCID 429629358%

Reaction Conditions

Temperature130 °C

Reaction Steps

Title compound 430 (3.65 g, 14.7 mmol) was dissolved in DMF (25.0 mL) and sodium hydroxide powder (0.706 g, 17.7 mmol) was added. The reaction mixture was stirred at 130° C. for 5 hours. The mixture was cooled down to room temperature and ice cooled water was added. The precipitate was filtered. The solid was triturated in ethanol to afford title compound 431 (1.798 g, 58%) as a white solid. 1H NMR (DMSO-d6) δ (ppm): 10.75 (s, 1H), 8.50 (dd, J=4.8, 2.1 Hz, 1H), 8.27 (dd, J=7.6, 2.0 Hz, 1H), 7.46 (dd, J=7.5, 4.8 Hz, 1H), 7.34 (dd, J=7.8, 1.2 Hz, 1H), 7.25-7.14 (m, 3H). MS (m/z): 213.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399452B2
Source datasetuspto-grants-2013_03
ORD IDord-72c53a9c24dd46e0ad41eb17d764b955
Source noteuspto-grants-2013_03