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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 326338Generated: October 25, 2026

Triethylamine → Isopropyl 2-chloro-5-[(2,4,5-trimethylfuran-3-carbonyl)amino]benzoate

https://huagongshe.com/reaction/326338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsopropyl 5-amino-2-chlorobenzoateHCID 369590—
Reactant2,4,5-Trimethyl-3-furancarbonyl chlorideHCID 14535934—
SolventTolueneHCID 1140—
ProductIsopropyl 2-chloro-5-[(2,4,5-trimethylfuran-3-carbonyl)amino]benzoateHCID 50731242.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 2,4,5-trimethyl-3-furancarbonyl chloride (7.8 g, 0.045 mole) in toluene (25 ml) was added to 1-methylethyl 5-amino-2-chlorobenzoate (10.6 g, 0.050 mole) and triethylamine (6 g) in toluene (25 ml). The mixture was warmed to 60° C. for about 1 hour, then washed in sequence with dilute hydrochloric acid, water, aqueous 5% sodium bicarbonate and water. The solution was dried with magnesium sulfate, filtered and evaporated. The residue was crystallized from toluene/petroleum ether to give 6.7 g of a pale yellow solid, m.p. 83°-85° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05268389
Source datasetuspto-grants-1993_12
ORD IDord-75503f14faa44da6902649854861f5a8
Source noteuspto-grants-1993_12