Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85407Generated: October 28, 2026

Salicylic Acid → HCID 67110799, compound

https://huagongshe.com/reaction/85407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylic AcidHCID 338—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactanttert-Butyl {2-[(2-aminoethyl)(methyl)amino]ethyl}carbamateHCID 45092277—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 67110799HCID 6711079949%

Reaction Steps

tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate (500 mg, 2.3 mmol) was taken up in CH3CN (10 mL) along with salicylic acid (310 mg, 2.3 mmol) and EDCI (485 mg, 2.53 mmol). The resulting reaction mixture was stirred at room temperature for 18 h and then diluted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3, brine, dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by chromatography (MeOH—CH2Cl2, 5%) to afford tert-butyl 2-((2-(2-hydroxybenzamido)ethyl)(methyl)amino)ethylcarbamate (380 mg, 49%). Mass calculated for C17H27N3O4: 337.2; found: [M+H]+=338.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846972B2
Source datasetuspto-grants-2014_09
ORD IDord-3fd45bd615b241beb678c34a2103a41e
Source noteuspto-grants-2014_09