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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484839Generated: October 26, 2026

Ethanol → 1-(3-Diethylaminopropyl)-3-amino-4-chloroindazole

https://huagongshe.com/reaction/484839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant1-(3-Diethylaminopropyl)-3-phthalimido-4-chloroindazoleHCID 13229772—
SolventWaterHCID 962—
Product1-(3-Diethylaminopropyl)-3-amino-4-chloroindazoleHCID 1322932585%

Reaction Steps

To 70 ml of ethyl alcohol was added 3.50 g of 1-(3-diethylaminopropyl)-3-phthalimido-4-chloroindazole. The mixture was added with 2.50 g of 85% hydrazine hydrate under cooling with ice and stirred for 3 hours under cooling with ice. The reaction mixture was filtered and the filtrate was condensed under reduced pressure. The condensed residue was added with 20 ml of water and extracted with chloroform. The chloroform layer was extracted with 2N-hydrochloric acid and the pH of the hydrochloric acid layer was adjusted to 10 with potassium carbonate. The alkali layer was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and chloroform was removed under reduced pressure to give 2.03 g of 1-(3-diethylaminopropyl)-3-amino-4-chloroindazole having the following analytical values in a yield of 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533731
Source datasetuspto-grants-1985_08
ORD IDord-16727bd986cd4682bc2180d10220df87
Source noteuspto-grants-1985_08