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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966423Generated: October 30, 2026

Hydrochloric Acid → Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate

https://huagongshe.com/reaction/966423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylateHCID 10084542—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylateHCID 1137875593.5%

Reaction Steps

In an alternative procedure, compound 8 (33.3 g, 0.12 mol) is added portionwise to a 0° C. commercially available solution of hydrogen chloride in 1,4-dioxan (Aldrich, 4 M, 750 ml.) Compound 8 slowly dissolves to afford a clear yellow solution. After stirring for approximately 30 minutes, the reaction mixture turns cloudy. The starting material is consumed in about two hours, as determined by TLC on silica using methylene chloride:ethyl acetate (9:1) as the eluent. The reaction mixture is filtered and a colorless solid product is obtained. The solid is washed exhaustively with ether (1L) to afford 19.2 g (76%) of compound 9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951946B2
Source datasetuspto-grants-2005_10
ORD IDord-61b94a6a7cc143f9afa0120c24b9b904
Source noteuspto-grants-2005_10