Reaction #4252

Reaction equation

ethyl p-aminobenzoate

cyanuric chloride

hydrogen chloride

→

1,3,5-tris-(p-ethoxycarbonylanilino)-s-triazine

Yield 97.0%

Solvents

xylene

xylene

Conditions

Workup

1. 1
   Washthe suspension, at 80°-90° C., was washed neutral with saturated sodium bicarbonate solution
2. 2
   Filtrationthe product was filtered off over a glass suction
3. 3
   Filtrationfilter
4. 4
   OtherThe white crystals obtained
5. 5
   Washwere washed with ethanol
6. 6
   Otherdried

Procedure

82.6 g of ethyl p-aminobenzoate and 30.75 g of cyanuric chloride in 1,500 ml of xylene were refluxed for 8 hours, hydrogen chloride escaping during this procedure. Thereafter, 1 liter of xylene was added, and the suspension, at 80°-90° C., was washed neutral with saturated sodium bicarbonate solution and then cooled to room temperature, and the product was filtered off over a glass suction filter. The white crystals obtained were washed with ethanol and dried. Mp: 218°-223° C.; yield: 97% of 1,3,5-tris-(p-ethoxycarbonylanilino)-s-triazine; ultraviolet (in ethanol): E1 cm1% =2,080 at 313 nm, E1 cm1% =699 at 218 nm.

Source