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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481140Generated: October 26, 2026

Hydrochloric Acid → Ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine

https://huagongshe.com/reaction/481140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropanolHCID 3776—
ReactantSodium ChlorideHCID 5234—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
Reactant2,3-Dichloro-6-nitrobenzyl chlorideHCID 9834663—
CatalystHexadecyltrimethylammonium BromideHCID 5974—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductEthyl N-(2,3-dichloro-6-nitrobenzyl)glycineHCID 2243933466%

Reaction Conditions

Temperature80 °C

Reaction Steps

Under nitrogen, 47.5 mL of triethylamine, 25.9 g of glycine ethyl ester hydrochloride and 2.8 g of cetyltrimethylammonium bromide is added to the toluene solution of 1,2-dichloro-3-chloromethyl-4-nitrobenzene (compound VIII) prepared in the previous step. The reaction mixture is heated at 80° C. for 24 hours. To the cooled mixture is added 40 mL of 20% NaCl solution. The organic phase is separated, washed with water, and concentrated. The salt (compound VI) is prepared in 66 to 71% yield by treating the crude material with HCl in isopropanol and filtering the precipitate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653500B2
Source datasetuspto-grants-2003_11
ORD IDord-04940defef02413d83c941e83449c401
Source noteuspto-grants-2003_11