RU2011106925A - Способ получения амидного производного - Google Patents

Способ получения амидного производного Download PDF

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RU2011106925A
RU2011106925A RU2011106925/04A RU2011106925A RU2011106925A RU 2011106925 A RU2011106925 A RU 2011106925A RU 2011106925/04 A RU2011106925/04 A RU 2011106925/04A RU 2011106925 A RU2011106925 A RU 2011106925A RU 2011106925 A RU2011106925 A RU 2011106925A
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hydrogen atom
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Юдзи АОКИ (JP)
Юдзи АОКИ
Юми КОБАЯСИ (JP)
Юми КОБАЯСИ
Хидэнори ДАЙДО (JP)
Хидэнори ДАЙДО
Хироюки КАЦУТА (JP)
Хироюки КАЦУТА
Хидэтака ЦУКАДА (JP)
Хидэтака ЦУКАДА
Ацуси ХИРАБАЯСИ (JP)
Ацуси ХИРАБАЯСИ
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Юсукэ ТАКАХАСИ
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Митикадзу НОМУРА
Ацуко КАВАХАРА (JP)
Ацуко КАВАХАРА
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Мицуй Кемикалс Агро, ИНК (JP)
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Abstract

1. Способ получения амидного производного формулы (3): ! ! где в формуле (3) X1, X3, X4, X5, А, Т, Y1, Y2, R1, R2 и Rf имеют такие же значения, как X1, X3, X4, X5, А, Т, Y1, Y2, R1, R2 и Rf в формуле (1) и в формуле (2), представленных ниже, соответственно, ! включающий взаимодействие соединения формулы (1) и соединения формулы (2) друг с другом: ! ! где в формуле (1) каждый из Y1 и Y2 независимо представляет собой атом галогена, C1-С3 галогеналкильную группу или С1-С6 галогеналкилоксигруппу; Rf представляет собой С3-С4 перфторалкильную группу; и R1 представляет собой атом водорода или C1-C4 алкильную группу; и ! где в формуле (2) LG представляет собой уходящую группу; Т представляет собой атом водорода или атом фтора; R2 представляет собой атом водорода или C1-C6 алкильную группу; каждый из X1, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу; и А представляет собой атом азота или метиновую группу, необязательно замещенную атомом галогена, нитрогруппой или нитрильной группой. ! 2. Способ получения амидного производного по п.1, где в формуле (2) уходящая группа, представленная LG, представляет собой атом галогена. ! 3. Способ получения амидного производного по п.2, где амидное производное формулы (3), представляет собой соединение формулы (4): ! ! где в формуле (4) каждый из X1, X2, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу; каждый из R1 и R2 независимо представляет собой атом водорода или C1-C6 алкильную группу; каждый из Y1 и Y2 независимо представляет собой атом галогена, С1-С3 галогеналкильную группу или C1-C6 галогеналкилоксигруппу; и Rf представляет собой С3-С4 перфторалкильную гр�

Claims (11)

1. Способ получения амидного производного формулы (3):
Figure 00000001
где в формуле (3) X1, X3, X4, X5, А, Т, Y1, Y2, R1, R2 и Rf имеют такие же значения, как X1, X3, X4, X5, А, Т, Y1, Y2, R1, R2 и Rf в формуле (1) и в формуле (2), представленных ниже, соответственно,
включающий взаимодействие соединения формулы (1) и соединения формулы (2) друг с другом:
Figure 00000002
Figure 00000003
где в формуле (1) каждый из Y1 и Y2 независимо представляет собой атом галогена, C1-С3 галогеналкильную группу или С1-С6 галогеналкилоксигруппу; Rf представляет собой С3-С4 перфторалкильную группу; и R1 представляет собой атом водорода или C1-C4 алкильную группу; и
где в формуле (2) LG представляет собой уходящую группу; Т представляет собой атом водорода или атом фтора; R2 представляет собой атом водорода или C1-C6 алкильную группу; каждый из X1, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу; и А представляет собой атом азота или метиновую группу, необязательно замещенную атомом галогена, нитрогруппой или нитрильной группой.
2. Способ получения амидного производного по п.1, где в формуле (2) уходящая группа, представленная LG, представляет собой атом галогена.
3. Способ получения амидного производного по п.2, где амидное производное формулы (3), представляет собой соединение формулы (4):
Figure 00000004
где в формуле (4) каждый из X1, X2, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу; каждый из R1 и R2 независимо представляет собой атом водорода или C1-C6 алкильную группу; каждый из Y1 и Y2 независимо представляет собой атом галогена, С1-С3 галогеналкильную группу или C1-C6 галогеналкилоксигруппу; и Rf представляет собой С3-С4 перфторалкильную группу.
4. Способ получения амидного производного по п.3, дополнительно включающий взаимодействие соединения формулы (5) и соединения формулы (6) или (7) друг с другом, в результате чего получают соединение формулы (8):
Figure 00000005
Figure 00000006
Figure 00000007
Figure 00000008
где в формуле (5) R2 представляет собой атом водорода или C1-C6 алкильную группу; и R3 представляет собой атом водорода, C1-C6 алкильную труппу, С3-С8 циклоалкильную группу, С2-С6 алкенильную группу или С2-С6 алкинильную группу;
где в формуле (6) каждый из X1, X2, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу; и LG представляет собой уходящую группу;
где в формуле (7) каждый из X1, X2, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу; и
где в формуле (8) R2 и R3 имеют такие же значения, как R2 и R3 в формуле (5), соответственно; и X1, X2, X3, X4 и X5 имеют такие же значения, как X1, X2, X3, X4 и X5 в формуле (6) или в формуле (7), соответственно.
5. Способ получения амидного производного по п.4, дополнительно включающий алкилирование соединения формулы (8), и где R2 представляет собой атом водорода, в результате чего получают соединение формулы (9):
Figure 00000009
где в формуле (9) R21 представляет собой C1-C6 алкильную группу; и R3, X1, X2, X3, X4 и X5 имеют такие же значения, как R3, X1, X2, X3, X4 и X5 в формуле (8), соответственно.
6. Способ получения амидного производного по п.4, дополнительно включающий преобразование соединения формулы (5), и где R2 представляет собой атом водорода, в соединение формулы (10):
Figure 00000010
где в формуле (10) R21 представляет собой C1-C6 алкильную группу; и R3 имеет такое же значение, как R3 в формуле (8).
7. Способ получения амидного производного по п.4, дополнительно включающий преобразование соединения формулы (8), и где R3 представляет собой C1-С6 алкильную группу, С3-С8 циклоалкильную группу, С2-С6 алкенильную группу или C2-C6 алкинильную группу, в соединение формулы (11):
Figure 00000011
где в формуле (11) X1, X2, X3, X4, X5 и R2 имеют такие же значения, как X1, X2, X3, X4, X5 и R2 в формуле (8), соответственно.
8. Способ получения амидного производного по п.7, дополнительно включающий преобразование соединения формулы (11) в соединение формулы (12):
Figure 00000012
где в формуле (12) X1, X2, X3, X4, X5 и R2 имеют такие же значения, как X1, X2, X3, X4, X5 и R2 в формуле (11), соответственно; и Hal представляет собой атом фтора, атом хлора или атом брома.
9. Способ получения амидного производного по п.2, где амидное производное формулы (3), представляет собой соединение следующей формулы (20):
Figure 00000013
где в формуле (20) каждый из X1, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу, при условии, что по меньшей мере один из X1 или X3 представляет собой атом галогена; R1 представляет собой атом водорода или C1-C4 алкильную группу; R2 представляет собой атом водорода или C1-C6 алкильную группу; каждый из Y1 и Y2 независимо представляет собой атом галогена, C1-С3 галогеналкильную группу или С1-С6 галогеналкилоксигруппу; и Rf представляет собой С3-С4 перфторалкильную группу.
10. Соединение формулы (8):
Figure 00000014
где в формуле (8) R2 представляет собой атом водорода или C1-C6 алкильную группу; R3 представляет собой атом водорода, C1-С6 алкильную группу, С3-С8 циклоалкильную группу, С2-С6 алкенильную группу или С2-С6 алкинильную группу; и каждый из X1, X2, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу.
11. Соединение формулы (12):
Figure 00000015
где в формуле (12) R2 представляет собой атом водорода или C1-C6 алкильную группу; Hal представляет собой атом фтора, атом хлора или атом брома; и каждый из X1, X2, X3, X4 и X5 независимо представляет собой атом водорода, атом галогена, нитрогруппу или нитрильную группу.
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