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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840912Generated: October 29, 2026

Ethanol → (8Z)-8-[[4-(3-methyl-5-oxo-1H-pyrazol-2-yl)anilino]methylidene]-6H-pyrrolo[2,3-g][1,3]benzothiazol-7-one

https://huagongshe.com/reaction/840912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1-(4-Aminophenyl)-5-methyl-1,2-dihydro-3H-pyrazol-3-oneHCID 291844—
Reactant8-Dimethylamino-methylene-6,8-dihydro-1-thia-3,6diaza-as-indacen-7oneHCID 86585523—
SolventDiethyl EtherHCID 3283—
Product(8Z)-8-[[4-(3-methyl-5-oxo-1H-pyrazol-2-yl)anilino]methylidene]-6H-pyrrolo[2,3-g][1,3]benzothiazol-7-oneHCID 178429548—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 8-dimethylamino-methylene-6,8-dihydro-1-thia-3,6-diaza-as-indacen-7-one (Procedure E, 0.040 g, 0.163 mmol), 2-(4-aminophenyl)-3-methyl-pyrazoline-5-one (0.047 g, 0.248 mmol) in absolute ethanol (5 ml) was heated with stirring at 90° C. for 16 h. The reaction was diluted with ethanol and diethyl ether and the product collected by filtration to yield 0.052 (83%) of the title compound. 1H NMR (DMSO-d6): δ11.08 (d,1H, J=12.3 Hz), 10.84 (s,1H), 9.85 (s,1H), 9.23 (s,1H), 8.05 (d,1H, J=12.1 Hz), 7.78 (d,1H, J=8.2 Hz), 7.51-7.45 (m,4H), 7.10 (d,1H, J=8.4 Hz), 5.55 (s,1H), 2.25 (s,3H); ES−MS m/z 388 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369086B1
Source datasetuspto-grants-2002_04
ORD IDord-900c1cc488b7407c972355463e8f3455
Source noteuspto-grants-2002_04