반응 #40429

반응 방정식

5-chloroisatoic anhydride

2-amino-5-chloropyridine

potassium bis(trimethylsilyl)amide

toluene

→

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

수율 100.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타dropwise at −78° C
2. 2
   온도The mixture was warmed up
3. 3
   workup.STIRRINGstirred overnight
4. 4
   기타After quenched by saturated ammonium chloride solution
5. 5
   추출the mixture was extracted by ethyl acetate
6. 6
   건조The organic layer was dried over magnesium sulfate
7. 7
   농축concentrated

실험 절차

To a solution of 2-amino-5-chloropyridine (328 mg, 2.55 mmol) in tetrahydrofuran (5 ml) was 0.5M potassium bis(trimethylsilyl)amide in toluene (10 ml, 5.05 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (0.5 g, 2.55 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After quenched by saturated ammonium chloride solution, the mixture was extracted by ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to give (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (0.71 g. 100%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.

출처