Reacción #95385

Ecuación de reacción

2,6-bis-(chloroacetyl-amino)-benzo[1,2-d:5,4-d']bisthiazole

di-n-propylamine

→

2,6-Bis-(di-n-propylamino-acetylamino)-benzo[1,2-d:5,4-d']bisthiazole dihydrochloride

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for two hours
2. 2
   Otroevaporated to dryness in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in chloroform
4. 4
   Lavadothe solution was washed with water
5. 5
   Otrodried
6. 6
   Otroevaporated to a small volume
7. 7
   Otrochromatographed on a 300 gm silicagel column with chloroform and chloroform/methanol (95:5) as the mobile phase
8. 8
   LavadoThe title compound, 2.5 gm (25.5% of theory), was eluted
9. 9
   workup.DISSOLUTIONdissolved in chloroform
10. 10
    workup.ADDITIONtreated with gaseous hydrogen chloride
11. 11
    Otrothe collected hydrochloride was recrystallized from ethanol/water

Procedimiento

A mixture of 7.2 gm of 2,6-bis-(chloroacetyl-amino)-benzo[1,2-d:5,4-d']bisthiazole, 10 gm of di-n-propylamine and 100 ml of dioxane was refluxed for two hours and then evaporated to dryness in vacuo. The residue was dissolved in chloroform, and the solution was washed with water, dried, evaporated to a small volume and chromatographed on a 300 gm silicagel column with chloroform and chloroform/methanol (95:5) as the mobile phase. The title compound, 2.5 gm (25.5% of theory), was eluted, dissolved in chloroform, treated with gaseous hydrogen chloride, and the collected hydrochloride was recrystallized from ethanol/water. M.P. 210° C.

Fuente