Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467787Generated: October 29, 2026

Water → HCID 59799624, compound

https://huagongshe.com/reaction/467787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoacetamideHCID 3727—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 2-amino-5-hydroxybenzoateHCID 819940—
SolventDimethylformamideHCID 6228—
ProductHCID 59799624HCID 5979962464%

Reaction Steps

To a suspension of NaH (299 mg, 7.48 mmol) in DMF (20 ml) at 0° under argon atmosphere was added methyl 2-amino-5-hydroxybenzoate (1.25 g, 7.48 mmol) and 2-iodoacetamide (1.38 g, 7.48 mmol). The mixture was stirred at 0° for 1 hr and at r.t overnight. At 0° water was given to the reaction mixture. The product was extracted with EtOAc. The organic layers were dried over MgSO4, filtered and concentrated. The crude product was purified by silica gel chromatography using a methylenchloride gradient to obtain the title compound (1.03 g, 64%) as off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623866B2
Source datasetuspto-grants-2014_01
ORD IDord-5d6acaf53d4e46d782f26f07d9087b75
Source noteuspto-grants-2014_01