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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309181Generated: October 26, 2026

Triethylamine → N-[(tert-butylcarbamoyl)amino]-1,2,3,6-tetrahydropyridine

https://huagongshe.com/reaction/2309181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl isocyanateHCID 62412—
Reactant1,2,3,6-Tetrahydropyridin-1-amine hydrochlorideHCID 19376047—
SolventDichloromethaneHCID 6344—
ProductN-[(tert-butylcarbamoyl)amino]-1,2,3,6-tetrahydropyridineHCID 2018594625.4%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of tert-butyl isocyanate (0.991 g) in methylene chloride (8 ml) was added dropwise to a mixture of N-amino-1,2,3,6-tetrahydropyridine hydrochloride (1.346 g) and triethylamine (1.012 g) in methylene chloride (40 ml) under ice bath cooling. The mixture was stirred for an hour at about 5° C. The reaction mixture was evaporated to dryness, and then the residue was dissolved in ethyl acetate (50 ml). The solution was washed with water (40 ml), dried over magnesium sulfate and evaporated to dryness. The crude residue was washed with ether and dried to give N-[(tert-butylcarbamoyl)amino]-1,2,3,6-tetrahydropyridine (0.50 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04694004
Source datasetuspto-grants-1987_09
ORD IDord-b1cb866376ef4bc0b0bf3d81c13661c8
Source noteuspto-grants-1987_09