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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530706Generated: November 3, 2026

p-Toluenesulfonic acid → 1-{12-Methyl-4-[3-methyl-1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaen-13-yl}ethan-1-one

https://huagongshe.com/reaction/1530706

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant13-(1-Ethoxyethenyl)-12-methyl-4-[3-methyl-1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaeneHCID 68312734—
SolventAcetoneHCID 180—
Product1-{12-Methyl-4-[3-methyl-1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaen-13-yl}ethan-1-oneHCID 68312893118.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 13-(1-ethoxyethenyl)-12-methyl-4-[3-methyl-1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene (2.0 g) and 4-methylbenzenesulfonic acid (438 mg, 2.54 mmol) in acetone (20.0 mL) was stirred at 60° C. for 75 min. The solvent was removed to give the desired compound (2.20 g, over 100% yield) as yellow oil, which was used directly in the next step without further purification. LCMS m/z [M+H]+ 366.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090628B2
Source datasetuspto-grants-2015_07
ORD IDord-b963c1dcb76043999d0122258b8bb478
Source noteuspto-grants-2015_07