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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444387Generated: November 1, 2026

Water → Methyl 2-(azidomethyl)-3-nitrobenzoate

https://huagongshe.com/reaction/1444387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantSodium AzideHCID 33557—
ReactantMethyl 2-(bromomethyl)-3-nitrobenzoateHCID 1487795—
Solventtert-Butyl methyl etherHCID 15413—
ProductMethyl 2-(azidomethyl)-3-nitrobenzoateHCID 7141799989.6%

Reaction Steps

10 g (36.5 mmol) of 2-(bromomethyl)-3-nitrobenzoic acid methyl ester is mixed with 36 ml of N,N-dimethylformamide and 24 ml of water. After 3.54 g of sodium azide is added, the batch is stirred overnight. The reaction mixture is diluted with methyl-tert butyl ether, and washed twice with water and once with brine. After drying on sodium sulfate, it is filtered, and the solvent is spun off. The desired azide is obtained in a yield of 89.6% (7.72 g) and further incorporated in crude form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662821B2
Source datasetuspto-grants-2010_02
ORD IDord-9beade98b0b54faf90a49b00dc5a9505
Source noteuspto-grants-2010_02