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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921033Generated: October 31, 2026

Water → 2-(tert-Butyl)-1,6-naphthyridin-5-amine

https://huagongshe.com/reaction/921033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Tert-butyl-5-chloro-1,6-naphthyridineHCID 77230830—
SolventSulfolaneHCID 31347—
Product2-(tert-Butyl)-1,6-naphthyridin-5-amineHCID 58717348—

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 22.1 g (100 mmol) of 2-tert-butyl-5-chloro-1,6-naphthyridine (S36), 32.1 g (600 mmol) of ammonium chloride in 100 ml of sulfolane is stirred at 200° C. for 20 h. 300 ml of water are added to the cooled mixture, which is then stirred at room temperature for 2 h. The solid is filtered off with suction, washed twice with 50 ml of water each time and subsequently suspended in a mixture of 50 ml of methanol and 150 ml of conc. ammonia solution. The suspension is stirred at room temperature for 20 h. The solid is filtered off, washed three times with 50 ml of water each time, dried in vacuo and subjected to sublimation (p about 1×10−2 mbar, T=150° C.). Yield: 16.7 g (83 mmol), 83%. Purity: >97% according to 1H-NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273080B2
Source datasetuspto-grants-2016_03
ORD IDord-5f8c4be8b462449e98d453df7904859f
Source noteuspto-grants-2016_03