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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471456Generated: October 31, 2026

Dimethylformamide → HCID 178428098, compound

https://huagongshe.com/reaction/471456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant4-Bromo-3,5-dimethyl-benzonitrileHCID 11085070—
SolventWaterHCID 962—
ProductHCID 178428098HCID 178428098—

Reaction Conditions

Temperature140 °C

Reaction Steps

4-Bromo-3,5-dimethyl benzonitrile (3.0 g, 14.3 mmol), sodium azide (2.32 g, 35.7 mmol) and ammonium chloride (2.3 g, 42.84 mmol) are suspended in dry N,N-dimethylformamide and heated at 140° C. for 7 hours. The mixture is allowed to cool to room temperature, diluted with water and the precipitated solid collected by filtration, washed with water and dried to give the title compound (yield 1.74 g). The mother liquor was saturated with sodium chloride and repeatedly extracted with ethyl acetate. The organic extracts were combined and the solvent removed to give a second crop of title compound (yield 1.39 g, total yield 3.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633182B2
Source datasetuspto-grants-2014_01
ORD IDord-0895e80ecd6043b5802516dc1cf69599
Source noteuspto-grants-2014_01