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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945466Generated: November 4, 2026

(2,4-Dichlorophenoxy)Acetic Acid → HCID 178497368, compound

https://huagongshe.com/reaction/1945466

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,4-Dichlorophenoxy)Acetic AcidHCID 1486—
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
Reactant3,5-Diamino-2-methylbenzoic acidHCID 135524—
SolventTrimethyl(phosphooxy)silaneHCID 16133246—
ProductHCID 178497368HCID 17849736876.6%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 3,4-diamino-benzoic acid methyl ester (105.24 mg, 0.63 mmol) and 2,4-dichlorophenoxy acetic acid (100 mg, 0.45 mmol) in PPSE (1.5 mL) was heated at 160° C. for 4 h. At the end of the reaction period, the mixture was taken to 3 mL dichloromethane and neutralized with 4.5 mL 1 N NaOH solution. The organic layer was separated and the aqueous solution extracted with 3×3 mL portions of dichloromethane. The combined extracts were dried over anhydrous MgSO4, filtered and the solvent was removed with rotary evaporator under reduced pressure. The residue was purified by flash chromatography (EtOAc:Hexanes=1:1) to afford 2-(2,4-dichloro-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester as a colorless powder (0.121 g, 52% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-fbe37773c0014aaebf3be07607f612fb
Source noteuspto-grants-2013_03