HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852506Generated: October 26, 2026
Hydrochloric Acid → 5-[4-(Isopropylcarbonylamino)phenyl]-1,5,8,9,10,11-hexahydronaphtho[1,2-b][1,4]diazepine-2,4-dione
https://huagongshe.com/reaction/1852506
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | 5-(4-Aminophenyl)-1,5,8,9,10,11-hexahydronaphtho[1,2-b][1,4]diazepine-2,4-dione | HCID 86689318 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 5-[4-(Isopropylcarbonylamino)phenyl]-1,5,8,9,10,11-hexahydronaphtho[1,2-b][1,4]diazepine-2,4-dione | HCID 86689324 | 95% |
Reaction Steps
To a pyridine solution (0.5 mL) of 5-(4-aminophenyl)-1,5,8,9,10,11-hexahydronaphtho[1,2-b][1,4]diazepine-2,4-dione (20 mg, 0.062 mmol) obtained in Example 10 was added isobutyryl chloride (10 μL, 0.093 mmol). The mixture was stirred at 80° C. for 1 hour. To the reaction mixture was added aqueous solution of hydrochloric acid under cooling in ice-bath. The mixture was stirred for 20 minutes. Insoluble was collected by filtration, and washed with water. The residue was purified by silica gel column chromatography (chloroform/methanol=99/1) to give the titled compound as white powder (23 mg, yield 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962613B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-8a92a415226e487f854fe7b3e74fdbe9 |
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| Source note | uspto-grants-2015_02 |
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