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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133505Generated: October 26, 2026

Acetylacetone → (2-Methyl-4-phenyl-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone

https://huagongshe.com/reaction/133505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetylacetoneHCID 31261—
Reactant(2-Amino-benzo[b]thiophen-3-yl)-phenyl-methanoneHCID 68896066—
CatalystSulfuric AcidHCID 1118—
SolventAcetic AcidHCID 176—
Product(2-Methyl-4-phenyl-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanoneHCID 1150797452%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 32 mg (0.13 mmol) (2-amino-benzo[b]thiophen-3-yl)-phenyl-methanone in 2 ml acetic acid was added 0.09 ml (0.13 mmol) of pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 100° C. for 10 minutes in a microwave and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 6:1) afforded 21 mg (52%) (2-methyl-4-phenyl-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a light yellow solid. ES-MS m/e (%): 318 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390903B2
Source datasetuspto-grants-2008_06
ORD IDord-214c714b92f648cf90bc7eaa904e29b6
Source noteuspto-grants-2008_06