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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263385Generated: October 30, 2026

Propargyl bromide → Benzenamine, 4-chloro-2-fluoro-5-(2-propynyloxy)-

https://huagongshe.com/reaction/263385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Amino-6-chloro-4-fluorophenol hydrochlorideHCID 19037317—
SolventAcetonitrileHCID 6342—
ProductBenzenamine, 4-chloro-2-fluoro-5-(2-propynyloxy)-HCID 13272927—

Reaction Steps

Using the procedure of Example 1, Step A and employing 50.0 g (252.45 mmol) of 3-amino-6-chloro-4-fluorophenol hydrochloride, 80% propargyl bromide (60.07 g, 504.9 mmol), and potassium carbonate (69.8 g, 504.9 mmol) in acetonitrile (200 mL), the title compound was obtained as a yellow solid (16.2 g), m.p. 62°-64° C. IR (nujol, era-1), NH2 (3298.0), triple bond (2117.6). 1H NMR was consistent with the structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05643855
Source datasetuspto-grants-1997_07
ORD IDord-a32c0927db4b4ffa980dcbd2d4a5b16c
Source noteuspto-grants-1997_07