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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239005Generated: November 1, 2026

Chloroacetic Acid → HCID 14859098, compound

https://huagongshe.com/reaction/239005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetic AcidHCID 300—
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant2-Amino-5-chlorobenzoic acidHCID 12476—
SolventSodium CarbonateHCID 10340—
SolventEthylacetate methanolHCID 21584119—
ProductHCID 14859098HCID 1485909859%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-amino-5-chlorobenzoic acid (2.0 g, 11.6 mmol) in 15 ml of 2 N Na2CO3, a solution of chloroacetic acid (0.69 g, 7.3 mmol) in 7.5 ml of 2 N Na2CO3 was added dropwise. After stirred for 20 hours at 80° C., the reaction mixture was cooled down to room temperature. 50 ml ether and 8 ml of 2 N hydrochloric acid were added to the mixture. The organic phase was separated, and dried with MgSO4. After concentration, a light brown solid was obtained. A white solid (2-(N-carboxymethylamino)-5-chlorobenzoic acid) (1.58 g, yield: 59%; mp: 182-183° C.) was obtained through silica gel column chromatography (ethyl acetate/methanol, v/v, 1/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642765B2
Source datasetuspto-grants-2014_02
ORD IDord-3a3c68be2d3e44559c8a9f2ac9052deb
Source noteuspto-grants-2014_02