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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253371Generated: October 30, 2026

Diethyl Ether → 1-Amino-2-(3-methoxy-1-propynyl)pyridinium 2,4,6-trimethyl-1-benzenesulfonate

https://huagongshe.com/reaction/2253371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantO-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamineHCID 11830845—
Reactant2-(3-Methoxyprop-1-YN-1-YL)pyridineHCID 13864846—
SolventDichloromethaneHCID 6344—
Product1-Amino-2-(3-methoxy-1-propynyl)pyridinium 2,4,6-trimethyl-1-benzenesulfonateHCID 23080948—

Reaction Steps

To a solution of 2-(3-methoxy-1-propynyl)pyridine (13.2 g) dissolved in dichloromethane (50 mL) was added a solution of O-mesitylenesulfonylhydroxylamine (Reference; Synthesis, 1997, 1) (21 g) in dichloromethane (80 mL) dropwise while cooling with ice, and the reaction mixture was stirred for 30 minutes. Diethyl ether (1 L) was added to the obtained reaction mixture to precipitate crystals, which were collected by filtration and dried under reduced pressure to afford a crude product of 1-amino-2-(3-methoxy-1-propynyl)pyridinium 2,4,6-trimethyl-1-benzenesulfonate as ecru crystals (27.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323569B2
Source datasetuspto-grants-2008_01
ORD IDord-aee4daef026f4a79bb12566090f72c42
Source noteuspto-grants-2008_01