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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62447Generated: October 25, 2026

Acetic Acid → 1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one

https://huagongshe.com/reaction/62447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantP-ToluenesulfonylhydrazideHCID 15303—
Reactant2-[(Dimethylamino)methylidene]cyclohexane-1,3-dioneHCID 359353—
SolventEthanolHCID 702—
Product1-tosyl-6,7-dihydro-1H-indazol-4(5H)-oneHCID 6745858851.3%

Reaction Steps

A solution of 2-((dimethylamino)methylene)cyclohexane-1,3-dione (55 g, 0.329 mol), 2-tosylhydrazine (61.3 g, 0.329 mol) and AcOH (33 mL) in EtOH (540 mL) was heated for 4 h at 70° C. Removed the solvent under reduced pressure and the residue was recrystallized using PE/EA=5/1 to give 1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one (49 g, yield 51.3%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446130B2
Source datasetuspto-grants-2016_09
ORD IDord-ecfba064d9a14925a662eb32c5e86b69
Source noteuspto-grants-2016_09