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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452772Generated: October 30, 2026

5-Methoxysalicylic Acid → HCID 18765786, compound

https://huagongshe.com/reaction/1452772

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methoxysalicylic AcidHCID 75787—
ReactantBenzeneethanamine, 4-nitro-, hydrochloride (1:1)HCID 458983—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 178418300HCID 178418300—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 18765786HCID 1876578664%

Reaction Conditions

Temperature25 °C

Reaction Steps

4-nitrophenethylamine hydrochloride (1.81 g; 8.9 mmole), triethylamine (2.8 ml; 20=mole), hydroxybenzotriazole (1.45 g; 10.7 mmole) and 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (3.75 g; 19.62 mmole) are added to a solution of 1.5 g (8.9 mmole) of 5-methoxy-salicylic acid in dichloromethane (80 ml). The reaction medium is agitated overnight at 25° C. The mixture is diluted with 40 ml of water and agitated for ten minutes, then the product is extracted with dichloromethane. The organic solution is dried over sodium sulphate, filtered and concentrated under vacuum and the evaporation residue is purified on a silica column (eluent=ethyl acetate/heptane; 50/50) in order to produce a white solid which is obtained with a yield of 64%. Melting point: 200° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473779B2
Source datasetuspto-grants-2009_01
ORD IDord-95de6fc9185c4f4ab19f0bd8cd15f747
Source noteuspto-grants-2009_01