Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532542Generated: October 26, 2026

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

https://huagongshe.com/reaction/532542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5-Benzoyl-5,6-dihydro-cyclopenta[b]thiophen-4-oneHCID 86699198—
SolventEthanolHCID 702—
Product6-Phenyl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentaleneHCID 7181587980%

Reaction Conditions

Temperature25 °C

Reaction Steps

5-Benzoyl-5,6-dihydro-cyclopenta[b]thiophen-4-one (2.42 g, 10.0 mmol), hydrazine monohydrate (1.92 mL, 60 mmol), glacial acetic acid (2.7 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-Phenyl-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (2.4 g, 8.0 mmol) as white solid in 80% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-7d01b78b6ee14ac3aa826f1fcf7c8fa4
Source noteuspto-grants-2014_10