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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336428Generated: October 30, 2026

Hydrochloric Acid → HCID 59726101, compound

https://huagongshe.com/reaction/336428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4,6-dichloro-3-hydroxy-2-nitrobenzoic acidHCID 10658432—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59726101HCID 5972610188.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of acid 1-6 (0.88 g, 3.5 mmol) in DMF (8 mL) was added K2CO3 (1.44 g, 10 mmol) followed by iodomethane (0.43 mL, 6.95 mmol). The reaction was heated to 60° C. for 17 h then DMF was removed under reduced pressure to give an orange gum. H2O (20 mL) was added and the solution was acidified to pH 1 with a 10% HCl solution. The aqueous solution was then extracted with EtOAc (30 mL) and washed with H2O and brine. After drying over Na2SO4 the reaction was filtered and concentrated to afford 1-7 as an orange gum (0.82 g, 88% yield). 1H NMR (400 MHz, CDCl3) δ 3.94 (s, 3H), 7.69 (s, 1H), 10.85 (br s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889695B2
Source datasetuspto-grants-2014_11
ORD IDord-6cbfdab896644684a77bab73235d9c01
Source noteuspto-grants-2014_11