Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1730938Generated: October 25, 2026

Formaldehyde → 1-Morpholinomethyl-3-phenyl-5-chloroindazole

https://huagongshe.com/reaction/1730938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantMorpholineHCID 8083—
ReactantSodium HydroxideHCID 14798—
Reactant5-Chloro-3-phenyl-1H-indazoleHCID 615118—
SolventEthanolHCID 702—
Product1-Morpholinomethyl-3-phenyl-5-chloroindazoleHCID 2149423151.8%

Reaction Steps

3-Phenyl-5-chloroindazole (2.29 g), paraformaldehyde (0.35 g), morpholine (1.91 g) and 1N aqeous sodium hydroxide solution (1 ml) were added to 40 ml of ethanol and the mixture was allowed to react under reflux. The reaction mixture was concentrated and then the residue was dissolved in chloroform, washed with water, dried over sodium sulfate and concentrated. The residue was treated with column chromatography to obtain 1.7 g of 1-morpholinomethyl-3-phenyl-5-chloroindazole having a melting point of between 155°-156° C after recrystallization from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03994890
Source datasetuspto-grants-1976_11
ORD IDord-7a65e6742c6a4076b3b7429a77840e59
Source noteuspto-grants-1976_11