Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355599Generated: October 27, 2026

Triethylamine → HCID 178514553, compound

https://huagongshe.com/reaction/1355599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant6-AzidomethylnicotinonitrileHCID 18506740—
SolventMethanolHCID 887—
ProductHCID 178514553HCID 178514553100%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of the azide of Example 51 (11-3) (6.46 g, 40.6 mmol) in methanol (100 ml) was added hydroxylamine hydrochloride (3.95 g, 56.84 mmol), followed by triethylamine (9.6 ml). The solution was heated to 65° C. for four hours. The solvent was removed under reduced pressure and the remaining residue was extracted with ethylacetate (300 ml) and water (100 ml). The water layer was re-extracted with ethylacetate (2×200 ml). The combined organic extracts were washed with brine (2×100 ml), dried over MgSO4 and evaporated to yield the title product (11-4) (7.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586405B2
Source datasetuspto-grants-2003_07
ORD IDord-5bd53f449c444882b95df0f337f1f7a1
Source noteuspto-grants-2003_07