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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417922Generated: October 31, 2026

6-Chloro-2H-1,4-benzoxazin-3(4H)-one → 6-Chloro-3,4-dihydro-2H-1,4-benzoxazine

https://huagongshe.com/reaction/417922

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-2H-1,4-benzoxazin-3(4H)-oneHCID 309259—
ReactantBorane;tetrahydrofuranHCID 2723981—
SolventTetrahydrofuranHCID 8028—
Product6-Chloro-3,4-dihydro-2H-1,4-benzoxazineHCID 1251054455%

Reaction Steps

Using 6-chloro-4H-benzo[1,4]oxazin-3-one (0.6 g, 3.3 mmol) and borane-THF (16.4 mL of a 1M solution in THF, 16.4 mmol) in THF (15 mL) to yield the title compound as a clear oil (0.16 g, 55%). δH (CDCl3) 3.35-3.47 (2H, m), 3.81 (1H, br s), 4.17-4.29 (2H, m), 6.54-6.62 (2H, m), 6.64-6.72 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093238B2
Source datasetuspto-grants-2012_01
ORD IDord-2cea16720934486ebd79bf7b8de20817
Source noteuspto-grants-2012_01