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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049800Generated: November 1, 2026

Dimethylformamide → HCID 117699036, compound

https://huagongshe.com/reaction/1049800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 117699060HCID 117699060—
SolventWaterHCID 962—
ProductHCID 117699008HCID 11769900831%
ProductHCID 117699036HCID 11769903641%

Reaction Steps

N-[4-(2,4-Dioxo-1,2,3,4-tetrahydronaphtho[1,2-b][1,4]diazepin-5-yl)phenyl]-2-nitrobenzenesulfonamide (110 mg, 0.22 mmol) obtained in Example 145, dimethylformamide (1 mL), potassium carbonate (91 mg, 0.66 mmol), and benzyl bromide (31 μL, 0.26 mmol) were mixed, and the mixture was stirred at room temperature for 2 hours and 30 minutes. This reaction mixture was added with water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water, and then with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1 to 3/2) to give N-benzyl-N-[4-(1-benzyl-2,4-dioxo-1,2,3,4-tetrahydronaphtho[1,2-b][1,4]diazepin-5-yl)phenyl]-2-nitrobenzenesulfonamide (47 mg, yield 31%) as white amorphous, and N-benzyl-N-[4-(2,4-dioxo-1,2,3,4-tetrahydronaphtho[1,2-b][1,4]diazepin-5-yl)phenyl]-2-nitrobenzenesulfonamide (54 mg, yield 41%) as white amorphous.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382236B2
Source datasetuspto-grants-2016_07
ORD IDord-e47692e835cb4ebb92fb1a3c7b4f8c52
Source noteuspto-grants-2016_07