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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892160Generated: November 1, 2026

Water → Methyl 4-iodo-2-nitrobenzoate

https://huagongshe.com/reaction/1892160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-Iodo-2-nitrobenzoic acidHCID 18919883—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-iodo-2-nitrobenzoateHCID 5847657796%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-iodo-2-nitrobenzoic acid (2.3 g, 7.9 mmol) in DMF (30 mL) was added DBU (2.4 mL, 16 mmol) followed by iodomethane (1.5 mL, 24 mmol). The reaction mixture was allowed to stir at 0° C. for 15 min, then slowly allowed to warm to rt and to stir overnight. After 12 h, the reaction mixture was poured into 200 mL of H2O and extracted with EtOAc (2×100 mL). The organic solutions were combined, washed with H2O (2×100 mL), dried over Na2SO4, filtered and concentrated to give methyl 4-iodo-2-nitrobenzoate (2.3 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507667B2
Source datasetuspto-grants-2013_08
ORD IDord-95094a3a5a044d2bbadd4ee7284d299f
Source noteuspto-grants-2013_08