Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654837Generated: October 26, 2026

Water → 2-Amino-3-(2-chloro-4,5-methylenedioxybenzyloxy)-pyridine

https://huagongshe.com/reaction/1654837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Amino-3-HydroxypyridineHCID 28114—
Reactant6-Chloropiperonyl chlorideHCID 90113—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventDichloromethaneHCID 6344—
SolventSodium HydroxideHCID 14798—
Product2-Amino-3-(2-chloro-4,5-methylenedioxybenzyloxy)-pyridineHCID 2007704924.3%

Reaction Steps

To a solution of 2-amino-3-hydroxypyridine (9.75 g, 0.0886 mol) in dichloromethane (55 ml) and 40% sodium hydroxide (55 ml) was added Adogen 464 (5 ml) and 6-chloropiperonyl chloride (20 g, 0,0975 mol) with vigorous stirring. The mixture was stirred at room temperature for 16 hours. Water (55 ml) was added and the mixture extracted with dichloromethane. The combined organic layers were dried and evaporated, and the residue purified by flash chromatography (silica, 1% methanol/dichloromethane) and trituration with ether to yield the title compound (6 g), m.p. 100°-104° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05409943
Source datasetuspto-grants-1995_04
ORD IDord-c18b5067f4074f708abea2967a7af022
Source noteuspto-grants-1995_04