Polyamide compound and its preparation method and application
A compound and polyamide technology, applied in the field of insecticide/mite agent, can solve the problem of invincible effect of lepidopteran pests
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Embodiment 1
[0153] Example 1 This example illustrates the preparation of compound 05 in Table 1
[0154]
[0155] 2-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6,8-dichloro-4H-benzo[d][1,3]oxa Add methylsulfonyl chloride (2ml) to 2-amino-3,5-dichlorobenzoic acid (10mmol), 3-bromo-1- (3-Chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid (10 mmol), pyridine (4 ml) and acetonitrile (50 mL). Insulate and react for 3-5h, then let it warm up to room temperature and react for 1-2h. Add icy brine, filter the precipitated solid, wash with water, and dry to obtain 4.25 g of the title compound as a pale yellow solid, which is directly used in the next step of synthesis.
[0156] N-(2,4-dichloro-6-(ethyl(methyl)carbamoyl)phenyl)-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole- 5-Formamide Add N-methylethylamine (12mmol) in tetrahydrofuran (2mL) dropwise to 2-(3-bromo-1-(3-chloropyridine-2 -yl)-1H-pyrazol-5-yl)-6,8-dichloro-4H-benzo[d][1,3]oxazin-4-one (5mmol) in tetrahydrofuran (THF, 8mL) ...
Embodiment 2
[0157] Example 2 This example illustrates the preparation of compound 10 in Table 1
[0158]
[0159] 2-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-chloro-8-methyl-4H-benzo[d][1,3 ] Oxazin-4-one at -10 ~ 0 ° C under stirring conditions, methanesulfonyl chloride (2ml) was added in batches to 2-amino-3-methyl-5-chlorobenzoic acid (10mmol), 3- In a mixture of bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid (10 mmol), pyridine (4 ml) and acetonitrile (50 mL). Insulate and react for 3-5h, then let it warm up to room temperature and react for 1-2h. Add icy brine, filter the precipitated solid, wash with water, and dry to obtain 3.50 g of the title compound as an off-white solid, which is directly used in the next step of synthesis.
[0160] N-(4-chloro-2-((1-cyano-2-methylpropan-2-yl)carbamoyl)-6-methylphenyl)-3-bromo-1-(3-chloro Pyridin-2-yl)-1H-pyrazole-5-carboxamide (10) was stirred at -10~0°C, and 3-amino-3-methylbutyronitrile (2.2mmol) in tetrahydrof...
Embodiment 3
[0161] Example 3 This example illustrates the preparation of compound 29 in Table 1
[0162]
[0163] 2-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-bromo-8-methyl-4H-benzo[d][1,3 ] Oxazin-4-one at -10~0 ℃ and under the condition of stirring, methanesulfonyl chloride (2ml) was added in batches to 2-amino-3-methyl-5-bromobenzoic acid (10mmol), 3- In a mixture of bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid (10 mmol), pyridine (4 ml) and acetonitrile (50 mL). Insulate and react for 3-5h, then let it warm up to room temperature and react for 1-2h. Add icy brine, filter the precipitated solid, wash with water, and dry to obtain 3.62 g of the title compound as an off-white solid, which is directly used in the next step of synthesis.
[0164] N-(2-methyl-4-bromo-6-((1-cyanopropyl-2-yl)carbamoyl))phenyl)-3-bromo-1-(3-chloropyridine-2 - Base)-1H-pyrazole-5-carboxamide at -10~0°C with stirring, add 3-aminobutyronitrile (2.2mmol) in tetrahydrofuran (2mL) dr...
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