Реакция #63342

Уравнение реакции

sodium borohydride

N'-Cyano-N-[3-[3-(1,3-dioxolan-2-yl)phenoxy]propyl]-1-methyl-2-(phenylmethylene)hydrazinecarboximidamide

hydrochloric acid

hydrogen chloride

Triethylamine

→

title compound

3-[3-[(1-Methyl-3-amino-1H-1,2,4-triazol-5-yl)amino]propoxy]benzenemethanol, hydrochloride

Растворители

tetrahydrofuran

ethyl acetate

Условия реакции

Обработка

1. 1
   Другоеevaporated to a red oil which
2. 2
   workup.DISSOLUTIONwas dissolved in ethyl acetate
3. 3
   Промывкаwashed with sodium bicarbonate solution
4. 4
   Другоеevaporated
5. 5
   Другоеto leave an oil

Методика

N'-Cyano-N-[3-[3-(1,3-dioxolan-2-yl)phenoxy]propyl]-1-methyl-2-(phenylmethylene)hydrazinecarboximidamide (18.2 g) in tetrahydrofuran (150 ml) was treated with 5N hydrochloric acid (30 ml) at 30° C. for 30 mins. Triethylamine (20 ml) was added followed by sodium borohydride (8.0 g). The resulting mixture was stirred at room temperature for 14 hrs, diluted with ethyl acetate (150 ml) and evaporated to a red oil which was dissolved in ethyl acetate, washed with sodium bicarbonate solution and evaporated to leave an oil. This oil was treated with etheral hydrogen chloride to give the title compound as a white solid (8 g). m.p. 148°-9°. TLC silica, ethyl acetate, water, isopropanol 0.88 ammonia (25:8:15:2) Rf 0.56.

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