反应 #163451

反应方程式

product

N-[(5Z)-4-butyl-2-tert-butylisothiazol-5(2H)-ylidene]-5-cyano-2-methoxybenzamide

sulfuric acid

Na2CO3

→

title compound

收率 93.0%

N3-[(5Z)-4-butyl-2-tert-butylisothiazol-5(2H)-ylidene]-4-methoxyisophthalamide

收率 93.0%

溶剂

H2O

反应条件

后处理

1. 1
   萃取extracted with EtOAc (2×)
2. 2
   干燥The combined organic layers were dried over MgSO4
3. 3
   过滤filtered
4. 4
   浓缩concentrated
5. 5
   其他The residue was purified by column chromatography

实验过程

The product from Example 26E (110 mg, 0.3 mmol) was treated with concentrated sulfuric acid (1 mL). The mixture was heated at 40° C. for 1 hr, diluted with H2O, neutralized with saturated Na2CO3, and extracted with EtOAc (2×). The combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-50% Hexane in ethyl acetate) to afford 107 mg (93%) of the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 0.99 (t, J=7.32 Hz, 3 H) 1.40-1.48 (m, 2 H) 1.66 (s, 9 H) 1.69-1.76 (m, 2 H) 2.84 (dd, J=7.63 Hz, 2 H) 3.99 (s, 3 H) 7.06 (d, J=8.54 Hz, 1 H) 7.96 (s, 1 H) 8.02 (dd, J=8.85, 2.44 Hz, 1 H) 8.51 (d, J=2.44 Hz, 1 H); MS (DCI/NH4+) m/z 390 (M+H)+.

来源