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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2278728Erstellt: 24. Oktober 2026

Toluene → 5-(Azidomethyl)-2-methylpyrimidine

https://huagongshe.com/de/reaction/2278728

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktDiphenylphosphoryl azideHCID 123414—
Edukt(2-Methylpyrimidin-5-yl)methanolHCID 14686706—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-(Azidomethyl)-2-methylpyrimidineHCID 54595022—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of (2-methylpyrimidin-5-yl)methanol (0.82 g, 6.6 mmol) in toluene (30 mL, 300 mmol) and methylene chloride (40 mL, 600 mmol) at 0° C. was treated with diphenylphosphonic azide (2.8 mL, 13 mmol) followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (2.0 mL, 13 mmol) and stirred for 2 h at 0° C. After being further stirred at rt for 16 h, the reaction mixture was diluted with water (50 mL) and DCM (50 mL). The organic layer was separated and washed with brine, dried (Mg2SO4), filtered, and concentration. The residue was purified by column to give the product as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09133122B2
Quelldatensatzuspto-grants-2015_09
ORD IDord-dc6dc165eeaa4449bbfc8b23cb514a24
Quellennotizuspto-grants-2015_09