Dimethyl Sulfate → 5-bromo-1-methyl-3-nitro-1H-1,2,4-triazole

A stirred solution of 3-bromo-5-nitro-1H-1,2,4-triazole (13.1 g) in acetone (100 ml) was cooled to 0° and treated with 10% sodium hydroxide solution (30 ml), followed by dimethyl sulphate (9.5 g). After 18 h at room temperature, the mixture was evaporated in vacuo; the residue was diluted with water and extracted with ethyl acetate. The combined extracts were washed with 2N sodium hydroxide solution, water, and evaporated in vacuo. The resulting solid was recrystallized from a mixture of ethyl acetate and cyclohexane to yield the title compound (6.0 g), m.p. 90.5°-91.5°.

1. customthe mixture was evaporated in vacuo
2. additionthe residue was diluted with water
3. extractionextracted with ethyl acetate
4. washThe combined extracts were washed with 2N sodium hydroxide solution, water
5. customevaporated in vacuo
6. customThe resulting solid was recrystallized from a mixture of ethyl acetate and cyclohexane

ORD record

ord-4025b7ae6a3f4a6faddceb80d08d0fa1

Source dataset

uspto-grants-1987_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04670448