Ethylamine → 2,4-diamino-6-ethylamino-1,3,5-triazine

A mixed solution of 14.5 g (0.1 mol) of 2,4-diamino-6-chloro-1,3,5-triazine prepared in Reference Example 1, 12.8 g (0.2 mol) of aqueous ethylamine solution (70%), 20 mL of water, and 50 mL of 1,4-dioxane was warmed with stirring and allowed to react at a reflux temperature for 4 hours. Thereafter, a solution of 4.0 g (0.1 mol) of sodium hydroxide in 15 mL of water was dropwise added thereto over 1 hour while maintaining the reflux state. After cooling the reaction mixture, the solvent and excess ethylamine were distilled off under reduced pressure, 30 mL each of methanol and acetonitrile were added, and the unnecessary salts were filtered. To the residue obtained by distilling off the solvent from the filtered solution were added 5 mL of methanol and 40 mL of acetone to precipitate crystals, which were collected by filtration, washed with 10 mL of acetone, and dried to obtain 11.5 g (yield 75%) of the titled compound. Melting point: 171° C.

1. temperaturewas warmed
2. customto react at a reflux temperature for 4 hours
3. temperatureover 1 hour while maintaining the reflux state
4. temperatureAfter cooling the reaction mixture
5. distillationthe solvent and excess ethylamine were distilled off under reduced pressure, 30 mL each of methanol and acetonitrile
6. additionwere added
7. filtrationthe unnecessary salts were filtered
8. customTo the residue obtained
9. distillationby distilling off the solvent from the filtered solution
10. additionwere added 5 mL of methanol and 40 mL of acetone
11. customto precipitate crystals, which
12. filtrationwere collected by filtration
13. washwashed with 10 mL of acetone
14. customdried

ORD record

ord-d7db399304224acc9d4cc3d1de7f5649

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06127538