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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535482Generated: October 29, 2026

Dimethylformamide → HCID 86673556, compound

https://huagongshe.com/reaction/535482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantO-(Diphenylphosphinyl)hydroxylamineHCID 10955453—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86673555HCID 86673555—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86673556HCID 8667355642.2%

Reaction Steps

A mixture of the product from Example 4A (0.527 g, 2.04 mmol) and potassium 2-methylpropan-2-olate (0.299 g, 2.66 mmol) in THF (6 mL) was stirred for 1 h, and O-(diphenylphosphoryl)hydroxylamine (0.621 g, 2.66 mmol) and DMF (2 mL) were added, stirred at room temperature for 2 hours, diluted with EtOAc, washed with 1N NaOH and brine, dried (Na2SO4), filtered, and chromatographed (20-60% EtOAc/DCM) to give 235 mg of title compound as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 8.67 (dd, J=2.4, 0.5, 1H), 8.38 (s, 1H), 8.14 (dd, J=8.2, 2.5, 1H), 8.02-7.82 (m, 2H), 7.81-7.65 (m, 2H), 6.54 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859549B2
Source datasetuspto-grants-2014_10
ORD IDord-76cf0b243fe4400eb8a72cd0e705fea9
Source noteuspto-grants-2014_10