Реакция #1095

Уравнение реакции

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

ethoxycarbonyl isothiocyanate

→

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

Выход 75.0%

Растворители

ethyl acetate

DMF

Условия реакции

Обработка

1. 1
   Промывкаwashed with 1N hydrochloric acid and water
2. 2
   СушкаThe organic phase is dried over magnesium sulfate
3. 3
   Другоеthe solvent is removed by distillation
4. 4
   Другоеprecipitated with heptane at -25° C
5. 5
   ФильтрацияThe precipitate is filtered off with suction
6. 6
   Другоеdried

Методика

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.

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