A kind of stilbene amide fungicide containing thiophene ring and its preparation method and application
A technology of thiophene ring stilbene amide and fungicide, which is applied in the field of thiophene ring stilbene amide compound and its preparation, can solve resistance problems and other problems, and achieve good control effect
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0019] (E) - 4- (Preparation of 4- (2-thiophene) -1,3,4-oxodornate styrene) benzoate
[0020]
[0021] 1.13 g (3.0 mmol) 4- (5-thienyl) -1,3,4-oxadiazole-2-yl) benzyl phosphate and 3.0 mmol of methyl formyl benzoate were dissolved in 20 ml N, N-dimethylformamide (DMF), after half an hour of room temperature, slowly added 10 ml of ethanol solution containing 0.41 g (3.6 mmol) of potassium t-butoxide (T-Buok), and the room temperature continued for 6 hours; 20 ml of distilled water was added to the mixture to cool filtration, infrared drying, and crude product was recrystallized with dimethyl sulfoxide (DMSO) / water mixed solvent, and the light yellow solid (E) -4- (4- (2-thienyl) -1,3,4-oxadiazole) styrene group) benzoate, yield 79%.
Embodiment 2
[0023] Preparation of (E) -4- (4- (2-thiophene) -1,3,4-oxadiazole) styrene group) benzoic acid
[0024]
[0025] 3 mmol (E) -4- (4- (2-thiophene) -1,3,4-oxazole) styrene group) benzoate was added to 40 ml of 1 M aqueous sodium hydroxide solution, and stirred back from 80 ° C. After completion of the reaction, 10 ml of a aqueous hydrochloric acid solution was added, and the reaction system was extracted twice with ethyl acetate, and the resulting organic layer was anhydrous Na. 2 SO 4 After drying, the yellow solid (E) -4- (4- (2-thiophene) -1,3,4-oxozole) styrene group) benzoic acid was 75.4%. Melting Point (MP), 333-335 ° C; 1 HNMR (400 MHz, DMSO-D6) δ12.91 (S, COOH, 1H), 8.07 (D, J = 8.0 Hz, TH-H, 2H), 7.96 (D, J = 7.5 Hz, pH-H, 4H) 7.85 (D, J = 8.1 Hz, pH-H, 2H), 7.75 (D, J = 8.0 Hz, pH-H, 2H), 7.48 (S, CH = CH, 2H), 7.32 (T, J = 4.3Hz, TH-H, 1H); 13 C NMR (101MHz, DMSO-D6) δ167.46, 163.76, 160.78, 141.38, 140.65, 132.129, 131.24, 130.18, 129.20, 128.05, 127.49, 127.27, 124.7...
Embodiment 3
[0027] (E) - (Preparation of 4- (2-(2-thiophene) -1,3,4-oxazole-2-yl) styrene) -l-valine) -L-proline
[0028]
[0029] 0.374 g (1 mmol) (E) -4- (4- (2-thiophene) -1,3,4-oxadiazole) styrene group) benzoic acid was dissolved in 15 ml DMF, and 0.135 g (1 mmol) was sequentially added. 1-hydroxybenzene triazole (HOBT), 0.192 g (1 mmol) 1-ethyl-(3-dimethylaminopropyl) carboyl diimide (EDCI) room temperature reacts for 2 hours to add 1 mmol L- The mixture is stirred at normal temperature for 5-7 hours. After the reaction was completed, 30 mL of distilled water was added, filtered, washed with 0.5 M hydrochloric acid / methanol. The crude product was recrystallized with anhydrous ethanol / dimethyl sulfoxide (DMSO) mixed solvent, and the yellow solid (E) - (4- (2-thienyl) -1,3,4-deteriozol-2-yield ) - Styrene group) benzoyl) -L-proline, yield of 70.5 %%. Melting Point (MP), 215-217 ° C; 1 H NMR (400MHz, DMSO-D 6 Δ12.59 (S, COOH, 1H), 8.42 (D, J = 8.1 Hz, CONH, 1H), 8.10 (D, J = 8.0 Hz, ...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More