Water → 4-(Azidomethyl)-2-thiazolamine

To a solution of 4-chloromethyl-thiazol-2-ylamine (7.45 g, 50.0 mmol) in dioxane:water mixture (8:2) was added sodium azide (4.87 g, 75.0 mmol) and the reaction mixture was refluxed for 2–3 h. The mixture was concentrated in vacuo to remove all dioxane and the residue was dissolved in EtOAc (200 mL). The organic layer was washed with water (2×200 mL), brine (2×200 mL), dried over (Na2SO4) and concentrated in vacuo to give 4-azidomethyl-thiazol-2-ylamine in 70–90% yield.

1. temperaturethe reaction mixture was refluxed for 2–3 h
2. concentrationThe mixture was concentrated in vacuo
3. customto remove all dioxane
4. dissolutionthe residue was dissolved in EtOAc (200 mL)
5. washThe organic layer was washed with water (2×200 mL), brine (2×200 mL)
6. dry with materialdried over (Na2SO4)
7. concentrationconcentrated in vacuo

ORD record

ord-682e7436e7f94a988d8ac2be814ac265

Source dataset

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07384967B2