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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133542Generated: October 31, 2026

1-Cyclopropyl-butane-1,3-dione → HCID 11667437, compound

https://huagongshe.com/reaction/133542

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclopropyl-butane-1,3-dioneHCID 11018869—
Reactant(2-Amino-4,7-dihydro-5H-thieno[2,3-c]pyran-3-yl)(phenyl)methanoneHCID 45588401—
CatalystSulfuric AcidHCID 1118—
SolventAcetic AcidHCID 176—
ProductHCID 11667437HCID 1166743737.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 100 mg (0.38 mmol) (2-amino-4,7-dihydro-5H-thieno[2,3-c]pyran-3-yl)-phenyl-methanone in 5 ml acetic acid was added 73 mg (0.57 mmol) of 1-cyclopropyl-butane-1,3-dione (prep. described in the patent DE 94-4404059) and one drop of sulfuric acid. The mixture was then stirred at 70° C. for 2 hours and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 3:1) afforded 50 mg (37%) cyclopropyl-(2-methyl-4-phenyl-5,8-dihydro-6H-7-oxa-9-thia-1-aza-fluoren-3-yl)-methanone as a yellow solid. ES-MS m/e (%): 350 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390903B2
Source datasetuspto-grants-2008_06
ORD IDord-9c8adc1cd5794214b4a6aa252ca90d0c
Source noteuspto-grants-2008_06