反応 #162995

反応方程式

Methyl 2-(3-(4-aminophenyl)-1,2,4-oxadiazole-5-carboxamido)-3 methylbutanoate

2,4-difluoro-1-isocyanatobenzene

THF

→

Methyl 2-(3-(4-(3-(2,4-difluorophenyl) ureido)phenyl)-1,2,4-oxadiazole-5-carboxamido)-3-methylbutanoate

収率 98.7%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   その他After completion of the reaction
2. 2
   その他the solvent was evaporated
3. 3
   その他the crude product so obtained
4. 4
   洗浄washed with water, brine
5. 5
   乾燥dried by sodium sulfate
6. 6
   濃縮concentrated
7. 7
   その他to give a solid
8. 8
   その他The solid was re-crystallized from Ethyl acetate
9. 9
   その他Pet ether and was obtained in a yield of 98.65%

実験手順

Methyl 2-(3-(4-aminophenyl)-1,2,4-oxadiazole-5-carboxamido)-3 methylbutanoate and 2,4-difluoro-1-isocyanatobenzene was added to THF and stirred at room temperature overnight. After completion of the reaction, the solvent was evaporated and the crude product so obtained was dissolved in ethyl acetate and washed with water, brine, dried by sodium sulfate and concentrated to give a solid. The solid was re-crystallized from Ethyl acetate: Pet ether and was obtained in a yield of 98.65%; 1H NMR (DMSO-d6) δ: 0.970 (t, 6H C(CH3)2), 2.488 (m, 1H, CHMe2), 3.68 (s, 3H, OCH3), 4.35 (m, 1H, NHCH), 7.082 (m, 1H CH), 7.35 (m, 1H, CH), 7.67 (d, 2H, CH) 8.011 (d, 2H CH), 8.099 (m, 1H, CH), 8.96 (s, 1H, NH), 9.384 (s, 1H, NH), 9.677 (d, 1H, NH); ms (m/z) 474 (M++H).

出典