تفاعل #697998

معادلة التفاعل

(4,6-dichloro-pyrimidin-2-yl)methylamine

4-tert-butyl-benzenesulfonamide potassium salt

1-methyl-2-pyrrolidone

→

4-tert-butyl-N-(6-chloro-2-methylamino-pyrimidin-4-yl)-benzenesulfonamide

المردود 73.0%

ظروف التفاعل

المعالجة

1. 1
   workup.DISTILLATIONThen, the solvent was distilled off in a high vacuum
2. 2
   أخرىthe residue was partitioned in ethyl acetate/water
3. 3
   استخلاصextracted
4. 4
   أخرىde-gassed in a vacuum
5. 5
   أخرىwith a precipitate separating
6. 6
   ترشيحfiltered
7. 7
   استخلاصthe extract
8. 8
   أخرىchromatographed over silica gel with cyclohexane/ethyl acetate 2:1 as the eluent
9. 9
   أخرىThe product was recrystallized from ethyl acetate/n-hexane

الإجراء التجريبي

0.39 g (0.0022 mol) of (4,6-dichloro-pyrimidin-2-yl)methylamine and 1.1 g (0.0044 mol) of 4-tert-butyl-benzenesulfonamide potassium salt were stirred in 10 ml of 1-methyl-2-pyrrolidone at 150° C. for 8 hours. Then, the solvent was distilled off in a high vacuum, the residue was partitioned in ethyl acetate/water and extracted. The aqueous phase was saturated with sodium chloride, de-gassed in a vacuum and made acid with 4N HCl, with a precipitate separating. The mixture was suction filtered, the extract and the solid were combined and chromatographed over silica gel with cyclohexane/ethyl acetate 2:1 as the eluent. The product was recrystallized from ethyl acetate/n-hexane. There was obtained 0.57 g (73%) of 4-tert-butyl-N-(6-chloro-2-methylamino-pyrimidin-4-yl)-benzenesulfonamide as white crystals; m.p.: 118-137° C. (dec.).

المصدر