반응 #560445

반응 방정식

5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol

tert-butyl 2-bromo-2-methylpropanoate

diisopropylethylamine

→

tert-butyl 2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)-2-methylpropanoate

수율 75.4%

용매

DMF

반응 조건

후처리

1. 1
   농축The mixture was then concentrated
2. 2
   workup.ADDITIONdiethyl ether (15 mL) added
3. 3
   기타sonicated until all solids
4. 4
   workup.DISSOLUTIONdissolved
5. 5
   세척washed with HCl with (1N, 10 mL)
6. 6
   추출extracted with diethyl ether (2×15 mL)
7. 7
   건조The combined organic extracts were dried over sodium sulfate
8. 8
   여과filtered
9. 9
   농축concentrated

실험 절차

A solution of 5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol (prepared as described above; 500 mg, 1.444 mmol) and tert-butyl 2-bromo-2-methylpropanoate (270 μL, 1.444 mmol) and diisopropylethylamine (755 μL, 4.332 mmol) in DMF (3 mL) was heated at 60° C. for 20 hours. The mixture was then concentrated, diethyl ether (15 mL) added, sonicated until all solids dissolved, washed with HCl with (1N, 10 mL) and extracted with diethyl ether (2×15 mL). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated to afford tert-butyl 2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)-2-methylpropanoate as a light brown foam (532 mg, 75% yield).

출처