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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584998Generated: October 29, 2026

Triethylamine → HCID 22341476, compound

https://huagongshe.com/reaction/584998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-Bromo-5-iodobenzoic acidHCID 5182520—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 22341476HCID 2234147696%

Reaction Conditions

Temperature0 °C

Reaction Steps

37.5 g (115 mmol) of 3-bromo-5-iodobenzoic acid in 300 ml of dimethylformamide are introduced into a round-bottomed flask under a stream of nitrogen. 17.6 ml (127 mmol) of triethylamine, 17 g (126 mmol) of 1-hydroxybenzotriazole and 7.75 g (115 mmol) of methylamine hydrochloride are added. The reaction medium is cooled to 0° C., followed by portionwise addition of 24.2 g (126 mmol) of 1-[3-(dimethyl-amino)propyl]-3-ethylcarbodiimide hydrochloride. The medium is allowed to warm to room temperature and is stirred for 18 hours. It is then poured into water and the precipitate obtained is filtered off, washed with heptane and then dried. 37.3 g (96%) of the expected product are obtained in the form of a beige-colored powder with a melting point of 205° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06927228B2
Source datasetuspto-grants-2005_08
ORD IDord-056323976f24450392432941d285bfa7
Source noteuspto-grants-2005_08