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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636319Generated: October 26, 2026

Thiophenol → 6-(1-Pyrenecarbonyl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-triene

https://huagongshe.com/reaction/636319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
ReactantPotassium CarbonateHCID 11430—
Reactant6-(1-Pyrenecarbonyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-trieneHCID 10819215—
SolventDimethylformamideHCID 6228—
Product6-(1-Pyrenecarbonyl)-3,6,10,16-tetraazabicyclo[10.3.1]-hexadeca-1(16),12,14-trieneHCID 10837185154.3%
ProductAmmonium hydroxide methanolHCID 2189450830%

Reaction Steps

The title compound was prepared following the procedures illustrated above in Example 78 using 6-(1-pyrenecarbonyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (0.64 g, 0.78 mmol), thiophenol (0.26 g, 2.34 mmol) and K2CO3 (1.0 g, 7.4 mmol) in 20 mL of DMF. The product was purified by flash chromatography on a silica gel column using 10:1 CH2Cl2—MeOH and then 10:1 MeOH—NH4OH (30%) to give 0.27 g (77%) of the title compound as a pale yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06191273B1
Source datasetuspto-grants-2001_02
ORD IDord-6b92337c7a484d1f82778d345c1b7caa
Source noteuspto-grants-2001_02