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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901045Generated: October 30, 2026

Ethyl iodoacetate → 895571-94-5

https://huagongshe.com/reaction/901045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl iodoacetateHCID 12183—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178418311HCID 178418311—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product895571-94-5HCID 42643123—

Reaction Conditions

Temperature0 °C

Reaction Steps

61.1 To a stirred mixture of 2.8 g 3-amino-1,2,4-triazole in 50 ml DMF, 1.57 g NaH were slowly added at 0° C. under an argon atmosphere. After 1 hr stirring at 0° C., 3.31 ml ethyliodoacetate were added. The reaction mixture was stirred at r.t. over night. The mixture was diluted with water and extracted with EtOAc and CH2Cl2/MeOH 9:1. The organic phase was dried (MgSO4), filtered and concentrated. The crude product was purified by chromatography on silica, using a gradient from CH2Cl2 to CH2Cl2/MeOH 9:1 and then crystallization from cyclohexane/EtOAc to give 750 mg (3-amino-[1,2,4]triazol-1-yl)-acetic acid ethyl ester as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07361672B2
Source datasetuspto-grants-2008_04
ORD IDord-07e78817063e4d9085e5cba8e9c4cbfa
Source noteuspto-grants-2008_04