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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484861Generated: October 31, 2026

Hydrochloric Acid → 3-{[3-(Diethylamino)propyl]amino}-1H-indazol-5-OL

https://huagongshe.com/reaction/484861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSulfuric AcidHCID 1118—
ReactantPotassium HydroxideHCID 14797—
Reactant1,3-Propanediamine, N,N-diethyl-N'-(1H-indazol-3-yi)-HCID 3068043—
SolventWaterHCID 962—
Product3-{[3-(Diethylamino)propyl]amino}-1H-indazol-5-OLHCID 1321058940%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 4.3 g of 95% sulfuric acid was added 9.25 g of the 3-(3-diethylaminopropylamino)indazole, and the mixture was stirred for 3 hours at 80° C. To the mixture was added 13 ml of water, and the pH of the mixture was adjusted to 14 with potassium hydroxide. The mixture was washed twice with 20 ml of chloroform, and water was removed under reduced pressure. To the residue thus obtained were added 12.5 g of potassium hydroxide and 0.6 ml of water, and the mixture was stirred for 8 hours at 250° C. After cooling, to the mixture was added hydrochloric acid to separate crystals. Then the crystals were obtained by filtration and dried to give 4.39 g of 3-(3-diethylaminopropylamino)-5-hydroxyindazole having the following analytical values in a yield of 40%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533731
Source datasetuspto-grants-1985_08
ORD IDord-7f23ee095c69474ea902030792f0dad3
Source noteuspto-grants-1985_08