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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698528Generated: October 24, 2026

Methylamine → Benzoic acid, 2-(methylamino)-3-nitro-, methyl ester

https://huagongshe.com/en/reaction/1698528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantMethyl 2-chloro-3-nitrobenzoateHCID 10751184—
SolventTetrahydrofuranHCID 8028—
ProductBenzoic acid, 2-(methylamino)-3-nitro-, methyl esterHCID 59635415100%

Reaction Steps

A solution of 21.5 g (99.5 mmol) of methyl 2-chloro-3-nitrobenzoate in 300 mL of tetrahydrofuran (THF) was treated with drop wise addition of 300 mL (597 mmol) of methylamine (2M solution in THF) and was stirred overnight at room temperature. The reaction was concentrated to dryness, dissolved in dichloromethane, and washed with aqueous sodium bicarbonate and water. The organics were dried over sodium sulfate, filtered, and concentrated in vacuo to give 20.8 g (100%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-749a808ba22c4faca68f4875942b2870
Source noteuspto-grants-2012_04