تفاعل #40402

معادلة التفاعل

5-chloroisatoic anhydride

2-amino-5-chloropyridine

potassium bis(trimethylsilyl)amide

toluene

→

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

المردود 100.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىdropwise at −78° C
2. 2
   درجة الحرارةThe mixture was warmed up
3. 3
   workup.STIRRINGstirred overnight
4. 4
   أخرىAfter quenched by saturated ammonium chloride solution
5. 5
   استخلاصthe mixture was extracted by ethyl acetate
6. 6
   تجفيفThe organic layer was dried over magnesium sulfate
7. 7
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر