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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532569Generated: October 25, 2026

Acetic Acid → 6-Pyridin-3-yl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene

https://huagongshe.com/reaction/532569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5-(Pyridine-3-carbonyl)-5,6-dihydro-cyclopenta[b]thiophen-4-oneHCID 86699208—
SolventEthanolHCID 702—
Product6-Pyridin-3-yl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentaleneHCID 7181594640%

Reaction Conditions

Temperature25 °C

Reaction Steps

5-(Pyridine-3-carbonyl)-5,6-dihydro-cyclopenta[b]thiophen-4-one (1.23 g, 5 mmol), hydrazine monohydrate (0.38 mL, 7.5 mmol), glacial acetic acid (0.9 mL) and ethanol (15 mL) was heated at 100° C. under nitrogen for 4 hr. The mixture was cooled to 25° C. and concentrated under reduced pressure to give a solid which was recrystallized from ethanol to provide the corresponding 6-Pyridin-3-yl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.5 g, 2 mmol) as white solid in 40% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-cfd339aaeb424e29881cb8278b937020
Source noteuspto-grants-2014_10