Cyanuric chloride → 4,6-Dichloro-N-ethyl-1,3,5-triazin-2-amine

Temperature

-5 °C

2,4,6-Trichloro-s-triazine (1, 1 g, 5.4 mmol), and ethylamine hydrochloride (0.44 g, 5.4 mmol) were combined in a round bottom flask and cooled to −5° C. using an ice-salt bath. To the cooled, stirred solution was added N,N-diisopropylethylamine (1.88 mL, 10.8 mmol). The resultant yellow colored solution was stirred at −5° C. for 1 h, the solvents removed under reduced pressure, and the resultant residue was dissolved in 1:1 v/v of ethyl acetate and water. The organic layer was separated, washed with saturated solution of NaHCO3, and dried over Na2SO4. The organic solvent was removed under reduced pressure to yield an orange colored solid. The solid was triturated with hexane to yield the product 2 as a yellow-orange powder (0.7 g) with a yield of 68%.

1. stirringThe resultant yellow colored solution was stirred at −5° C. for 1 h
2. customthe solvents removed under reduced pressure
3. dissolutionthe resultant residue was dissolved in 1:1 v/v of ethyl acetate and water
4. customThe organic layer was separated
5. washwashed with saturated solution of NaHCO3
6. dry with materialdried over Na2SO4
7. customThe organic solvent was removed under reduced pressure
8. customto yield an orange colored solid
9. customThe solid was triturated with hexane

ORD record

ord-547275cf7a154823bb39f280951c9383

Source dataset

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07425451B2