반응 #40420

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 99.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The mixture was warmed up
2. 2
   workup.STIRRINGstirred overnight
3. 3
   농축After concentrated
4. 4
   세척the crude was washed with saturated ammonium chloride solution
5. 5
   추출extracted 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 (787 mg, 6.1 mmol) in tetrahydrofuran (5 ml) was added 0.5M potassium bis(trimethylsilyl)amide in toluene (20 ml, 10.1 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (1 g, 5.1 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After concentrated, the crude was washed with saturated ammonium chloride solution and 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 as yellow solid (1.39 g, 99%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.

출처