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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580138Generated: October 30, 2026

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

https://huagongshe.com/reaction/580138

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 numberUS04751302
Source datasetuspto-grants-1988_06
ORD IDord-3cf294e3080f485e80b8ea53d8e4561d
Source noteuspto-grants-1988_06