تفاعل #790273

معادلة التفاعل

6-oxo-2-amino-tetrahydrobenzothiazole

4-methoxyphenylpropionyl chloride

tetrahydrofuran

triethylamine

→

2-(4-Methoxyphenylpropionyl)amino-6-n-propylamino-4,5,-6,7-tetrahydrobenzothiazole

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate
2. 2
   أخرىAfter drying
3. 3
   أخرى2-(4-methoxyphenylpropionyl)amino-6-oxo-tetrahydrobenzothiazole (17.5 g) crystallises out
4. 4
   تركيزon concentrating
5. 5
   workup.DISSOLUTIONis dissolved in methanol
6. 6
   أخرىis reductively aminated, without further purification, in an autoclave
7. 7
   أخرىpropylamine (Raney nickel, 5 bar, 60° C.)
8. 8
   ترشيحAfter filtering off the catalyst under suction
9. 9
   أخرىthe solvent is removed by distillation
10. 10
    أخرىThe residue crystallises from i-propyl ether

الإجراء التجريبي

15.1 g (0.09 mol) of 6-oxo-2-amino-tetrahydrobenzothiazole and 20.5 g (0.1-mol) of 4-methoxyphenylpropionyl chloride are refluxed for 2 hours in 450 ml of tetrahydrofuran and 0.1 mol of triethylamine, subsequently poured onto ice and extracted with ethyl acetate. After drying, 2-(4-methoxyphenylpropionyl)amino-6-oxo-tetrahydrobenzothiazole (17.5 g) crystallises out on concentrating, and, is dissolved in methanol and is reductively aminated, without further purification, in an autoclave using propylamine (Raney nickel, 5 bar, 60° C.). After filtering off the catalyst under suction, the solvent is removed by distillation. The residue crystallises from i-propyl ether. Yield: 12.5 g (63% of theory)

المصدر