Malononitrile compound and application thereof
A compound, a technology of malononitrile, applied to malononitrile compounds and their application fields, can solve problems such as no report on the bactericidal activity of malononitrile compounds
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0124] Embodiment 1: the preparation of compound 1.25
[0125]
[0126]
[0127] (1) 2-((5-(4-methylphenyl)-1, 3, 4-oxadiazol-2-yl)methyl)isoindoline-1, 3-dione (Intermediate III -1) Synthesis of
[0128] Weigh 4.00 g (19.23mmoL) of 2-(chloromethyl)-5-(4-methylphenyl)-1,3,4-oxadiazole (intermediate II-1), phthaloyl Add 4.27 g (23.08 mmoL) of potassium amide to 30 ml of N,N-dimethylformamide, and stir the reaction at room temperature. After the completion of the TLC monitoring reaction, the reaction solution was dropped into 100 mL of ice-water mixture, and kept stirring until solids were precipitated, then filtered by suction and dried to obtain the product 2-((5-(4-methylphenyl )-1, 3, 4-oxadiazol-2-yl)methyl)isoindoline-1, 3-dione 5.78 g, yield 94.22%.
[0129] (2) Synthesis of (5-(4-methylphenyl)-1, 3, 4-oxadiazol-2-yl)methanamine (intermediate IV-1)
[0130] Weigh 2-((5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl)methyl)isoindoline-1,3-dione (intermediate III- 1) 5.00 g...
Embodiment 2
[0155] Embodiment 2: the preparation of compound 2.7
[0156]
[0157]
[0158] (1) 2-((5-(4-fluorophenyl)-1, 3, 4-thiadiazol-2-yl)methyl)isoindoline-1, 3-dione (intermediate III- 2) Synthesis of
[0159] Weigh 1.40 g (6.14mmoL) of 2-(chloromethyl)-5-(4-fluorophenyl)-1, 3, 4-thiadiazole (intermediate II-2), phthalimide Potassium 1.36 g (7.37 mmoL), add 15.00 ml N, N-dimethylformamide, and stir the reaction at room temperature. After the reaction was monitored by TLC, the reaction solution was dripped into 35.00 mL of ice-water mixture, and kept stirring until solids were precipitated, then filtered by suction and dried to obtain the product 2-((5-(4-fluorophenyl) -1, 3, 4-thiadiazol-2-yl)methyl)isoindoline-1, 3-dione 1.74 g, yield 83.65%.
[0160] (2) Synthesis of (5-(4-fluorophenyl)-1, 3, 4-thiadiazol-2-yl)methanamine (intermediate IV-2)
[0161] 2-((5-(4-fluorophenyl)-1, 3, 4-thiadiazol-2-yl)methyl)isoindoline-1, 3-dione (Intermediate III-2) 1.74 g (5.13 mmoL), 20...
Embodiment 3
[0172] Embodiment 3: the preparation of compound 3.8
[0173]
[0174]
[0175] (1) 2-((3-(4-chlorophenyl)-1, 2, 4-oxadiazol-5-yl)methyl)isoindoline-1, 3-dione (intermediate III- 3) Synthesis of
[0176] Weigh 4.28 g (18.77mmoL) of 5-(chloromethyl)-3-(4-chlorophenyl)-1, 2, 4-oxadiazole (intermediate II-3), phthalimide Add 4.17 g of potassium (22.52 mmoL), add 30.00 ml of N, N-dimethylformamide, and stir the reaction at room temperature. After the reaction was monitored by TLC, the reaction solution was dropped into 110.00 mL of ice-water mixture, and kept stirring until solids were precipitated, then filtered by suction and dried to obtain the product 2-((3-(4-chlorophenyl) -1, 2, 4-oxadiazol-5-yl)methyl)isoindoline-1, 3-dione 5.63 g, yield 88.52%.
[0177] (2) Synthesis of (3-(4-Cl)-1, 2, 4oxadiazol-5-yl)methanamine (Intermediate IV-3)
[0178] 2-((3-(4-Chlorophenyl)-1, 2, 4-oxadiazol-5-yl)methyl)isoindoline-1, 3-dione (Intermediate III-3) 5.63 g (16.61 mmoL), 40.0...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More