反応 #1946559

反応方程式

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

収率 49.7%

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

収率 49.7%

溶媒

water

反応条件

後処理

1. 1
   温度heated on a steam bath for 22 hrs
2. 2
   温度cooled
3. 3
   その他The water phase was decanted from the solid phase
4. 4
   洗浄the solid was washed with water and methanol
5. 5
   その他Recrystallization of the solid from methanol

実験手順

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.

出典