反応 #61069

反応方程式

CH2Cl2

isocyanate

3-aminopyrazole

3-chloropropyl isocyanate

DMF

→

title compound

収率 32.0%

N-(3-Chloropropyl)-3-({[(3-chloropropyl)amino]carbonyl}amino)-1H-pyrazole-1-carboxamide

収率 32.0%

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction mixture was stirred for an additional 48 hr
2. 2
   その他NaCl and the phases were separated
3. 3
   抽出The aqueous layer was extracted with CH2Cl2 (2×20 mL)
4. 4
   乾燥the combined organic extracts were dried over anh. Na2SO4
5. 5
   ろ過The solids were filtered
6. 6
   その他the solvent evaporated
7. 7
   その他The crude product was purified by flash chromatography (Biotage 40, cHex/EtOAc 7:3)

実験手順

To a solution of 3-aminopyrazole (500 mg, 6 mmol), in anh. DMF (10 mL), at r.t., under N2, was added 3-chloropropyl isocyanate (1.2 mL, 2 eq) and the reaction was stirred for 24 hr. The reaction was not complete and more isocyanate (1.2 mL, 2 eq) was added. The reaction mixture was stirred for an additional 48 hr. It was then poured into CH2Cl2/sat.aq. NaCl and the phases were separated. The aqueous layer was extracted with CH2Cl2 (2×20 mL) and the combined organic extracts were dried over anh. Na2SO4. The solids were filtered and the solvent evaporated. The crude product was purified by flash chromatography (Biotage 40, cHex/EtOAc 7:3) to give the title compound as a white solid (620 mg, 32%).

出典