Reacción #1946559

Ecuación de reacción

chloroacetic acid

N,N-di-n-butyl-N′-(4-t-butylbenzoyl)thiourea

compound 1-2

N,N-di-n-butyl-N′-(4-t-butylbenzoyl)thiourea

sodium hydroxide

→

product

Rendimiento 49.7%

2-Dibutylamino-4-(4-t-butylphenyl)thiazole

Rendimiento 49.7%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated on a steam bath for 22 hrs
2. 2
   Temperaturacooled
3. 3
   OtroThe water phase was decanted from the solid phase
4. 4
   Lavadothe solid was washed with water and methanol
5. 5
   OtroRecrystallization of the solid from methanol

Procedimiento

To a mixture of 174.15 g (0.50 mol) of N,N-di-n-butyl-N′-(4-t-butylbenzoyl)thiourea (compound 1-2), 44.0 g (1.10 mol) of sodium hydroxide and 500 ml of water was added 56.70 g (0.60 mol) of chloroacetic acid. The mixture was stirred and heated on a steam bath for 22 hrs and cooled. The water phase was decanted from the solid phase, and the solid was washed with water and methanol. Recrystallization of the solid from methanol gave 85.6 g (49.7% yield) of product; mp: 48.5-49.5° C. The NMR spectrum was consistent with the proposed structure. Anal. Calcd. for C21H32N2S: C, 73.20; H, 9.36; N, 8.13; S, 9.30. Found: C, 73.04; H, 9.29; N, 8.02; S, 9.19.

Fuente