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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379324Generated: October 31, 2026

Dimethylformamide → N-[3(R,S)-5-Cyclohexyl-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl] N'-[3-(phenylcarbonylaminosulphonyl) phenyl]urea

https://huagongshe.com/reaction/2379324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant3-amino-N-benzoyl-benzenesulfonamideHCID 14617814—
ReactantHCID 21480451HCID 21480451—
SolventMethanolHCID 887—
ProductN-[3(R,S)-5-Cyclohexyl-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl] N'-[3-(phenylcarbonylaminosulphonyl) phenyl]ureaHCID 131718765—

Reaction Steps

The title compound was prepared in the same way as that described in Example 11, Step 4, using 5-cyclohexyl-1,3-dihydro-1-methyl-3(R,S)-[(4-nitrophenyloxycarbonyl)amino]-2H-1,4-benzodiaZepin-2-one (0.3 g, 0.69 mmol), triethylamine (96 μl, 0.69 mmol), dimethylformamide (6 ml) and 1-(phenylcarbonylaminosulphonyl)-3-aminobenzene (0.21 g, 0.76 mmol). After trituration with methanol, the compound (0.16 g, 41%) was afforded as a colourless solid. mp 200°-202° C. 1H NMR (360 MHz, D6 -DMSO) δ 0.91 (1H, m), 1.10-1.40 (3H, m), 1.42-1.69 (4H, m), 1.78 (1H, m), 1.92 (1H, m), 2.94 (1H, m), 3.32 (3H, s), 5.06 (1H, d, J=8.1 Hz), 7.36 (2H, m), 7.45-7.56 (6H, m), 7.62 (2H, m); 7.75 (1H, d, J=7.9 Hz), 7.84 (2H, m), 8.17 (1H, s), 9.42 (1H, s), 12.50 (1H, brs).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05360802
Source datasetuspto-grants-1994_11
ORD IDord-6813b6495bd14af69f9687ca0ed79d70
Source noteuspto-grants-1994_11