Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454931Generated: October 31, 2026

Ammonium Chloride → HCID 69072763, compound

https://huagongshe.com/reaction/1454931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl isocyanateHCID 62412—
Reactant3,5-Dibromo-4-methylpyridineHCID 819338—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 69072763HCID 69072763—

Reaction Conditions

Temperature-100 °C

Reaction Steps

Under argon, an n-butyllithium solution in hexane (1.55N, 6.6 ml) is added dropwise to a solution of 3,5-dibromo-4-methylpyridine (intermediate 10.1, 2.51 g, 10 mmol) kept at −100° C. After stirring for 10 min, tert-butyl isocyanate (2.28 ml, 20 mmol) is added. The stirring is maintained for 20 min at −100° C. and then for 1 h at −78° C. and at room temperature overnight. An aqueous NH4Cl solution is added to the reaction mixture. Extraction with AcOEt/H2O gives a brown solid which is taken up in an AcOEt/petroleum ether mixture. The compound obtained is isolated by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482342B2
Source datasetuspto-grants-2009_01
ORD IDord-797dc3b8945d4f4ea7760241cb3fd620
Source noteuspto-grants-2009_01