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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484852Generated: October 25, 2026

Dimethylformamide → 1,3-Propanediamine,n3-(4-chloro-1h-indazol-3-yl)-n1,n1-diethyl-

https://huagongshe.com/reaction/484852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Amino-4-chloroindazoleHCID 313444—
Reactant(3-Bromopropyl)diethylamine hydrobromideHCID 12639158—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product1,3-Propanediamine,n3-(4-chloro-1h-indazol-3-yl)-n1,n1-diethyl-HCID 2013584761.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture consisting of 5.04 g of 3-amino-4-chloroindazole, 8.30 g of 3-bromopropyldiethylamine hydrobromide, 8.3 g of anhydrous potassium carbonate and 80 ml of anhydrous N,N-dimethylformamide was stirred for 24 hours at 80° C. The reaction mixture was condensed under reduced pressure, the condensed residue was added with 100 ml of chloroform and 50 ml of water. The chloroform layer was separated and dried over anhydrous sodium sulfate, and then chloroform was removed under reduced pressure. The residue thus obtained was subjected to an alumina-column chromatography (alumina: 200 g) using chloroform as the developing solvent to give 5.16 g of 3-(3-diethylaminopropylamino)-4-chloroindazole having the following analytical values in a yield of 61%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533731
Source datasetuspto-grants-1985_08
ORD IDord-bbc14edc87a24977b34d5b8dc80faa80
Source noteuspto-grants-1985_08