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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449130Generated: October 26, 2026

Formic Acid → N-(5-Chloro-2-phenoxy-phenyl)-formamide

https://huagongshe.com/reaction/449130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant5-Chloro-2-phenoxyanilineHCID 66738—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
SolventDichloromethaneHCID 6344—
ProductN-(5-Chloro-2-phenoxy-phenyl)-formamideHCID 12290068—

Reaction Steps

A mixture of 1-amino-5-chloro-2-phenoxybenzene (1.00 g, 4.55 mmol), formic acid (0.34 mL, 9.10 mmol), TBTU (1.46 g, 4.55 mmol), DIEA (2.38 mL, 13.6 mmol) and DCM (20 mL) was stirred at rt for 2 h. The solution was transferred to a separatory funnel, 20 mL of sat. aq. NaHCO3 solution was added and the mixture was extracted DCM. The organics were combined and dried (Na2SO4). Solvent was removed under reduced pressure to give a crude residue which was purified via flash chromatography, eluting with 5% EtOAc in hexanes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481733B2
Source datasetuspto-grants-2013_07
ORD IDord-e8058ec2bec9481493262bcce1b83675
Source noteuspto-grants-2013_07