Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72397Generated: October 29, 2026

Water → HCID 178452605, compound

https://huagongshe.com/reaction/72397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
ReactantHCID 58458581HCID 58458581—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178452605HCID 17845260547.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of tert-butyl (1-(4-cyanophenyl)cyclopropyl)carbamate (D15) (1.5 g, 5.81 mmol) in dimethylformamide (15 ml), NH4Cl (530 mg, 9.90 mmol) was added under nitrogen atmosphere, followed by addition of sodium azide (650 mg, 9.9 mmol). The reaction mixture was heated to 100° C. overnight, then cooled to room temperature with ice-water bath. Water and ethylacetate (100 ml) was added. The organic layer was separated and the solvent was removed. The residue was purified by column chromatography eluting with a mixture petroleum ether/ethyl acetate (1:1). Collected fractions after solvent evaporation afforded the title compound (D16) (830 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828987B2
Source datasetuspto-grants-2014_09
ORD IDord-131f1d9e4c2b4c859a3d87f36c0fb836
Source noteuspto-grants-2014_09