Water → 2-(2-Azido-ethoxy)-4-chloro-6-nitro-phenylamine

A solution of 2-(2-chloro-ethoxy)-4-chloro-6-nitro-phenylamine (3.07 g, 12.2 mmol), sodium azide (1.59 g, 24.4 mmol) in anhydrous N,N-dimethylformamide (30 ml) was allowed to heat at 60° C. for 18 hours. The reaction was poured into water (150 ml) and extracted with ethyl ether (2×100 ml). The organic layer was dried over anhydrous sodium sulfate, filtered and the solvent was removed under vacuum to afford an orange solid. The solid was washed with ethyl ether (5 ml) to afford an orange crystalline solid: mp 113-114° C.

1. extractionextracted with ethyl ether (2×100 ml)
2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
3. filtrationfiltered
4. customthe solvent was removed under vacuum
5. customto afford an orange solid
6. washThe solid was washed with ethyl ether (5 ml)
7. customto afford an orange crystalline solid

ORD record

ord-27a9b613100a43bd9c4cc7e005096298

Source dataset

uspto-grants-2000_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06110956