反应详情

温度

5 °C

0.1 Mol of ethyl p-aminobenzoate was mixed with 150 ml of water and stirred for 15 minutes. Thiophosgene (10 g) in 50 ml chloroform was added dropwise. The mixture was stirred for 2 hours at 15° C. The organic solution was washed with HCl 2N, dried and the solvent was removed under vacuum to obtain a yellow-red oil, that was used as crude product. 0.02 mMole of the obtained 4-ethoxycarbonylphenylisothiocyanate and 30 ml ethanol were stirred in a flask and added dropwise with 2 ml 85% hydrazine in 2 ml water. After 15 minutes the crude product separated and was filtered under vacuum. Yield 90%. 0.01 Mole of the obtained 4-ethoxycarbonylphenylthiosemicarbazide was mixed with a solution of 1.5 ml HCl 37% and 35 ml water. The mixture was cooled to 5° C. and 0.8 g sodium nitrite dissolved in 5 ml water was added dropwise. The mixture was stirred for 30 minutes at 5° C. The crude product was filtered, washed with water and dried. Yield 80%. The product was crystallized from methanol. The structure was confirmed by IR and NMR spectroscopy.

1. stirringThe mixture was stirred for 2 hours at 15° C
2. washThe organic solution was washed with HCl 2N
3. customdried
4. customthe solvent was removed under vacuum
5. customto obtain a yellow-red oil, that
6. customAfter 15 minutes the crude product separated
7. filtrationwas filtered under vacuum
8. additionwas added dropwise
9. stirringThe mixture was stirred for 30 minutes at 5° C
10. filtrationThe crude product was filtered
11. washwashed with water
12. customdried
13. customThe product was crystallized from methanol