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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827264Generated: October 27, 2026

Phenyl isocyanate → (+/-)-N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinolinyl]-N'-phenylurea

https://huagongshe.com/reaction/1827264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl isocyanateHCID 7672—
Reactant(+/-)-N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinolinyl]-2-furancarboxamideHCID 22136488—
CatalystWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(+/-)-N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinolinyl]-N'-phenylureaHCID 2213646456.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (±)-2-amino-4-(3-chlorophenyl)-α-(4-chlorophenyl)-α-(1-methyl-1H-imidazol-5-yl)-6-quinolinemethanol (0.000210 mol) (see Example B8) and isocyanato-benzene (0.000630 mol; 3 equiv) in THF (1 ml) was stirred for 5 hours at 60° C. Water (a few drops) was added. The solvent was evaporated. The residue was HPLC purified. The product fractions were collected and the solvent was evaporated, yielding 0.071 g (56.77%) of (±)-N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinolinyl]-N′-phenylurea, MS (ESI) m/z: 594 596 598.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053105B2
Source datasetuspto-grants-2006_05
ORD IDord-09dc9fedffd34107b183feeeccce073e
Source noteuspto-grants-2006_05