반응 #1946559

반응 방정식

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

수율 49.7%

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

수율 49.7%

용매

water

반응 조건

후처리

1. 1
   온도heated on a steam bath for 22 hrs
2. 2
   온도cooled
3. 3
   기타The water phase was decanted from the solid phase
4. 4
   세척the solid was washed with water and methanol
5. 5
   기타Recrystallization of the solid from methanol

실험 절차

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.

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