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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387065Generated: October 31, 2026

Dimethylformamide → 1-(4-Bromo-2-ethyl-benzyl)-1H-[1,2,4]triazole

https://huagongshe.com/reaction/2387065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-Bromo-1-(bromomethyl)-2-ethylbenzeneHCID 58764075—
ReactantHCID 178418936HCID 178418936—
SolventDiethyl EtherHCID 3283—
Product1-(4-Bromo-2-ethyl-benzyl)-1H-[1,2,4]triazoleHCID 5876401555%

Reaction Conditions

Temperature75 °C

Reaction Steps

Triazole (275 mg, 3.99 mmol) dissolved in anhydrous DMF (15 mL) was treated with NaH (60%, 153 mg). After 5 min, 4-bromo-1-bromomethyl-2-ethyl-benzene was added. The reaction mixture was heated to 75° C. for 5 hours before it was cooled to room temperature. The mixture was diluted with Et2O and washed with H2O, brine, dried over MgSO4. The solvent was removed in vacuo to afford the desired product (580 mg, 55% yield). 1H NMR (300 MHz, CDCl3): δ 1.10 (t, J=7.5 Hz, 3H), 2.68-2.73 (m, 2 H), 5.46 (s, 2 H), 7.01-7.04 (m, 1 H), 7.38-7.46 (m, 2 H), 7.97-8.01 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268835B2
Source datasetuspto-grants-2012_09
ORD IDord-301d72fce32e42bea7bbf7edecce26e1
Source noteuspto-grants-2012_09