تفاعل #1095

معادلة التفاعل

N-tert-butyl-2-methoxycarbonyl-5-methylaminobenzenesulfonamide

ethoxycarbonyl isothiocyanate

→

N-tert-butyl-5-[N-(ethoxycarbonylaminothiocarbonyl)methylamino]-2-methoxycarbonylbenzenesulfonamide

المردود 75.0%

المذيبات

ethyl acetate

DMF

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with 1N hydrochloric acid and water
2. 2
   تجفيفThe organic phase is dried over magnesium sulfate
3. 3
   أخرىthe solvent is removed by distillation
4. 4
   أخرىprecipitated with heptane at -25° C
5. 5
   ترشيحThe precipitate is filtered off with suction
6. 6
   أخرىdried

الإجراء التجريبي

1.20 g (4.0 mmol) of N-tert-butyl-2-methoxycarbonyl-5-methylaminobenzenesulfonamide is dissolved in 5 ml of anhydrous DMF, and 0.60 g (4.3 mmol) of 95% strength ethoxycarbonyl isothiocyanate is added. After 3 h at room temperature the mixture is taken up in ethyl acetate and washed with 1N hydrochloric acid and water. The organic phase is dried over magnesium sulfate and the solvent is removed by distillation. The residue is taken up in a little ethyl acetate and precipitated with heptane at -25° C. The precipitate is filtered off with suction and dried to give 1.29 g (75% of theory) of colorless N-tert-butyl-5-[N-(ethoxycarbonylaminothiocarbonyl)methylamino]-2-methoxycarbonylbenzenesulfonamide. m.p.: 110° C.

المصدر