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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484870Generated: October 26, 2026

Dimethylformamide → 1-(3-Diethylaminopropyl)-3-phthalimido-4-chloroindazole

https://huagongshe.com/reaction/484870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Bromopropyl)diethylamine hydrobromideHCID 12639158—
Reactant2-(4-chloro-1H-indazol-3-yl)isoindoline-1,3-dioneHCID 13229771—
SolventWaterHCID 962—
Product1-(3-Diethylaminopropyl)-3-phthalimido-4-chloroindazoleHCID 1322977259%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 60 ml of anhydrous N,N-dimethylformamide were added 4.54 g of 3-phthalimido-4-chloroindazole obtained in the same method as described in Example 1, 4.83 g of 3-bromopropyldiethylamine hydrobromide and 6.3 g of anhydrous potassium carbonate, and the mixture was stirred for 12 hours at 80° C. After cooling, the mixture was added with 80 ml of water and extracted with diethyl ether. The diethyl ether layer was extracted three times with 2N hydrochloric acid, and the hydrochloric acid layer was washed with diethyl ether. After the pH of the layer was adjusted to 14 with potassium carbonate, the layer was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and chloroform was removed under reduced pressure to give 3.70 g of 1-(3-diethylaminopropyl)-3-phthalimido-4-chloroindazole having the following analytical values in a yield of 59%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533731
Source datasetuspto-grants-1985_08
ORD IDord-7efdbef37e9a4ca7beb00183c0a272c8
Source noteuspto-grants-1985_08