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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375663Generated: October 26, 2026

Methylamine → 2,6-Dihydroxybenzamide

https://huagongshe.com/reaction/1375663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 178524827HCID 178524827—
Product2,6-DihydroxybenzamideHCID 76602—

Reaction Conditions

Temperature100 °C

Reaction Steps

The mixture of 2,6-dihydroxybenzoate (168 mg, 1.0 mmol) and 2M methylamine in THF (3 mL, 6.0 mmol) in a sealed tube was heated at 100° C. overnight. The reaction mixture was then concentrated under reduced pressure and purified by flash chromatography on silica gel with hexane/ethyl acetate (1:1) to provide the titled compound (67 mg) as white solid. MS (ESI(+)) m/e 168 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 12.57(bs, 2H), 8.82 (bs, 1H), 7.14 (t, J=8.1 Hz 1H), 6.35 (d, J=8.5 Hz, 2H), 2.85(d, J=4.7 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169797B2
Source datasetuspto-grants-2007_01
ORD IDord-da5fe825a751428e93e4036d6b0144b8
Source noteuspto-grants-2007_01