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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | 2,3-Dichloro-6-nitrobenzyl chloride | HCID 9834663 | — |
| Catalyst | Hexadecyltrimethylammonium Bromide | HCID 5974 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine | HCID 22439334 | 66% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06653500B2 |
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| Source dataset | uspto-grants-2003_11 |
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| ORD ID | ord-04940defef02413d83c941e83449c401 |
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| Source note | uspto-grants-2003_11 |
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