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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062547Generated: October 25, 2026

Sodium hydride → N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-N'-(1-methylethyl)urea

https://huagongshe.com/reaction/1062547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantIsopropyl isocyanateHCID 61277—
Reactant4-[[4-Amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrileHCID 486362—
SolventDimethylformamideHCID 6228—
ProductN-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-N'-(1-methylethyl)ureaHCID 2228169585.1%

Reaction Steps

A mixture of compound (1) (1.0 g) and sodium hydride (0.11 g), in DMF (20 ml) was stirred for 20 minutes at RT under argon flow. Then, 2-isocyanato-propane (0.27 ml) was added dropwise over 30 minutes and the reaction mixture was allowed to stir at RT overnight. The solvent was evaporated and water added. The residue was filtered, washed with water and diethyl ether, and recrystallized from 1,4-dioxane. The precipitate was filtered off and dried, yielding 0.95 g (85.1%) of N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-N′-(1-methylethyl)urea (compound 6, mp. 267-268° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06962916B2
Source datasetuspto-grants-2005_11
ORD IDord-406418e340584d039bfc150346ed201e
Source noteuspto-grants-2005_11