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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636316Generated: October 26, 2026

4-Methylmorpholine → 6-(1-Pyrenecarbonyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene

https://huagongshe.com/reaction/636316

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Pyrenecarboxylic acidHCID 125395—
ReactantHCID 10555399HCID 10555399—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product6-(1-Pyrenecarbonyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-trieneHCID 1081921586%

Reaction Steps

The title compound was prepared following the procedures illustrated above in Example 75 using 3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo-[10.3.1]hexadeca-1(16),12,14-triene (0.59 g, 1.0 mmol), 1-pyrenecarboxylic acid (0.25 g, 1.0 mmol), DCC (0.21 g, 1.0 mmol), HOBT (0.14 g, 1.0 mmol) and 4-methylmorpholine (0.15 g, 1.5 mmol) in 20 mL of CH2Cl2 and 10 mL of DMF. The compound was purified by flash chromatography on a silica gel column using 200:1 CH2Cl2—MeOH as an eluent to give 0.7 g (86%) 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-b15a08b888f7409ab327a94b1cea0a45
Source noteuspto-grants-2001_02