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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513793Generated: October 30, 2026

Tetrahydrofuran → (6,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-12-yl)-morpholin-4-yl-methanone

https://huagongshe.com/reaction/513793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMorpholineHCID 8083—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 16759944—
Product(6,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-12-yl)-morpholin-4-yl-methanoneHCID 681831986%

Reaction Conditions

Temperature150 °C

Reaction Steps

Morpholine was added to a suspension of 12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 545 (100 mg, 0.28 mmol), Hermann's palladacycle (13 mg, 14 μmol), Mo(CO)6 (73 mg, 0.28 mmol), DBU (126 mg, 0.83 mmol) and THF (2 ml) in a microwave vessel. The vessel was sealed under air and the mixture was heated in the microwave at 150° C. for 15 min. After cooling, the mixture was concentrated in vacuo. The residue was diluted with MeOH (2 ml), filtered and the filtrate was purified by preparative HPLC (acidic conditions 1) to give the title compound (6 mg, 6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-8477ea60869d417f8b7dfe3ed7fe0dcd
Source noteuspto-grants-2015_08