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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043324Generated: November 1, 2026

Dimethylformamide → HCID 59128601, compound

https://huagongshe.com/reaction/1043324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 52987606HCID 52987606—
ProductHCID 59128601HCID 5912860141%

Reaction Steps

To a suspension of NaH (60% dispersion) (200 mg, 5.00 mmol) in DMF (5 mL) at 0° C., a solution of methyl-1H-1,2,4-triazolecarboxylate (635 mg, 5.00 mmol) in DMF (5 mL) was added dropwise. The resulting suspension was stirred at the same temperature for 30 min and treated with SEMCl (0.90 mL, 5.0 mmol). The resulting solution was stirred at RT for 30 min and poured onto ice. The product was extracted with ether (3×20 mL). The ether layers were combined, dried (Na2SO4) and concentrated in vacuo. The residue obtained was chromatographed on silica (10% EtOAc/hexane) to obtain the title compound (530 mg, 41%). Mass spectrum (ESI, m/z): Calcd. for C10H19N3O3Si, 258.1 (M+H). found 258.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557847B2
Source datasetuspto-grants-2013_10
ORD IDord-af31aa782fc44a6e8eb4799e04a645a5
Source noteuspto-grants-2013_10