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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide | HCID 16759944 | — |
| Product | (6,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-12-yl)-morpholin-4-yl-methanone | HCID 68183198 | 6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09102688B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-8477ea60869d417f8b7dfe3ed7fe0dcd |
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| Source note | uspto-grants-2015_08 |
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