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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19914Generated: October 26, 2026

Ethyl Acetate → 4-[(4-Benzyloxy-3,5-dichloro-benzyl)-[1,2,4]triazol-4-yl-amino]-benzonitrile

https://huagongshe.com/reaction/19914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantBenzonitrile, 4-(4H-1,2,4-triazol-4-ylamino)-HCID 10307909—
Reactant2-Benzyloxy-5-bromomethyl-1,3-dichloro-benzeneHCID 16749117—
SolventDimethylformamideHCID 6228—
Product4-[(4-Benzyloxy-3,5-dichloro-benzyl)-[1,2,4]triazol-4-yl-amino]-benzonitrileHCID 16749550—

Reaction Steps

Sodium hydride (60%, 200 mg, 5.0 mmol) was added to a solution of 4-([1,2,4]triazol-4-ylamino)-benzonitrile (926 mg, 5.0 mmol) in DMF (20 mL) at r.t. The mixture was stirred for 1 h at this temperature and 2-benzyloxy-5-bromomethyl-1,3-dichloro-benzene (CAB02118, 1.73 g, 5.0 mmol) was added. The reaction mixture was stirred overnight and ethyl acetate (75 mL) was added. The mixture was transferred into a separation funnel and washed with water (2×100 mL) and brine (20 mL). The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The residue was suspended in 2-propanol (20 mL) and heated to reflux for 5 minutes. The white solid was filtered off after cooling to room temperature and dried under high vacuum. Yield: 1.76 g (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745472B2
Source datasetuspto-grants-2010_06
ORD IDord-bdc3300c86674e5ab4116b4cb3b42cd9
Source noteuspto-grants-2010_06