반응 #1869311

반응 방정식

butyryl chloride

5-amino-3-methylisothiazole-4-carbonitrile

NEt3

→

N-(4-cyano-3-methyl-isothiazol-5-yl)-butyramide

수율 95.0%

용매

DCM

DCM

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the completion of the addition the reaction mixture
2. 2
   세척The reaction mixture was washed with water (100 mL), 1N HCl (100 mL), brine (200 mL)
3. 3
   건조dried over Na2SO4
4. 4
   기타Concentration of the DCM layer provided the crude product which
5. 5
   기타was triturated from DCM/hexanes ( 1/10)
6. 6
   여과filtered off

실험 절차

To a solution of 5-amino-3-methylisothiazole-4-carbonitrile (method 4) (5.31 g, 38.2 mmol) in DCM (200 mL) at 0° C., NEt3 (5 g, 50 mmol) was added followed by the dropwise addition of a solution of the butyryl chloride (4.88 g, 45.8 mmol) in DCM (50 mL). After the completion of the addition the reaction mixture was allowed to warm to r.t. and stirred overnight. The reaction mixture was washed with water (100 mL), 1N HCl (100 mL), brine (200 mL) and dried over Na2SO4. Concentration of the DCM layer provided the crude product which was triturated from DCM/hexanes ( 1/10) and filtered off to isolate the pure N-(4-cyano-3-methyl-isothiazol-5-yl)-butyramide (7.57 g, 95%) as an orange solid.

출처