Title:
Fluoro alkylating agent
Document Type and Number:
Japanese Patent JP6046316
Kind Code:
B2
Abstract:
Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R 1 is a C1 to C8 fluoroalkyl group; R 2 and R 3 are each independently a C1 to C12 alkyl group or the like; Y 1 to Y 4 are each independently a hydrogen atom, a halogen atom, or the like; and X - is a monovalent anion. A compound of the general formula (3): R 4 -S-R 1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R 4 -S-Z wherein R 4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).
Inventors:
Kentaro Kawazoe
Yoshioka
Yoshioka
Application Number:
JP2016529618A
Publication Date:
December 14, 2016
Filing Date:
June 24, 2015
Export Citation:
Assignee:
Ihara Chemical Industry Co., Ltd.
Kumiai Chemical Industry Co., Ltd.
Kumiai Chemical Industry Co., Ltd.
International Classes:
C07D235/10; C07C29/64; C07C33/46; C07C67/31; C07C69/76; C07C201/12; C07C205/19; C07C253/30; C07C255/63; C07C319/14; C07C319/20; C07C323/09; C07C323/12; C07C323/20; C07D213/30; C07D333/16; C07D487/04
Foreign References:
| WO2013157229A1 | 2013-10-24 | |||
| WO2012129384A2 | 2012-09-27 | |||
| CN102229569A | 2011-11-02 | |||
| WO2001060803A1 | 2001-08-23 |
Other References:
JPN6015032595; ＳＵＲＹＡ ＰＲＡＫＡＳＨ， Ｇ． Ｋ． ｅｔ ａｌ．: 'Ａｌｋｏｘｉｄｅ- ａｎｄ Ｈｙｄｒｏｘｉｄｅ-Ｉｎｄｕｃｅｄ Ｎｕｃｌｅｏｐｈｉｌｉｃ Ｔｒｉｆｌｕｏｒｏｍｅｔｈｙｌａｔｉｏｎ Ｕｓｉｎｇ Ｔｒｉｆｌｕｏｒｏｍｅｔｈｙｌ Ｓｕｌｆｏｎｅ ｏｒ Ｓ' ＯＲＧＡＮＩＣ ＬＥＴＴＥＲＳ ５（１８）, 2003, ｐｐ．３２５３-３２５６
JPN6015032596; ＣＨＥＲＫＵＰＡＬＬＹ， Ｐ． ｅｔ ａｌ．: 'Ａｌｋｏｘｉｄｅ-ｉｎｄｕｃｅｄ ｎｕｃｌｅｏｐｈｉｌｉｃ ｔｒｉｆｌｕｏｒｏｍｅｔｈｙｌａｔｉｏｎ ｕｓｉｎｇ ｄｉｅｔｈｙｌ ｔｒｉｆｌｕｏｒｏｍｅｔｈｙｌｐｈｏｓｐｈｏｎａｔｅ' Ｔｅｔｒａｈｅｄｒｏｎ Ｌｅｔｔｅｒｓ ５１, 2010, ｐｐ．２５２-２５５
JPN6015032599; ＬＡＲＩＮＡ， Ｌ． Ｉ． ｅｔ ａｌ．: 'Ｉｎｖｅｓｔｉｇａｔｉｏｎ ｏｆ ｂｅｎｚｉｍｉｄａｚｏｌｅｓ． ＩＩ． Ｔｈｅ ｉｎｆｌｕｅｎｃｅ ｏｆ ｓｕｂｓｔｉｔｕｅｎｔｓ ａｎｄ ｓｏｌｖｅｎｔｓ ｏｎ ｔｈｅ １Ｈ ａｎｄ １３Ｃ' Ｏｒｇａｎｉｃ Ｍａｇｎｅｔｉｃ Ｒｅｓｏｎａｎｃｅ １７（１）, 1981, ｐｐ．１-５
JPN6015032602; ＫＲＡＳＯＶＳＫＩＹ， Ａ． Ｌ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ＣＦ３-ｃｏｎｔａｉｎｉｎｇ beta-ｈｅｔａｒｙｌ-ｓｕｂｓｔｉｔｕｔｅｄ ｅｎｏｎｅｓ' Ｒｕｓｓｉａｎ Ｃｈｅｍｉｃａｌ Ｂｕｌｌｅｔｉｎ， Ｉｎｔｅｒｎａｔｉｏｎａｌ Ｅｄｉｔｉｏｎ ５２（８）, 2003, ｐｐ．１７９１-１７９６
JPN6015032605; ＥＡＰＥＮ， Ｋ． Ｃ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ｓｏｍｅ ｂｅｎｚｉｍｉｄａｚｏｌｅｓ ｃｏｎｔａｉｎｉｎｇ ２-ｐｅｒｆｌｕｏｒｏ ｓｕｂｓｔｉｔｕｅｎｔｓ' Ｊｏｕｒｎａｌ ｏｆ Ｆｌｕｏｒｉｎｅ Ｃｈｅｍｉｓｔｒｙ １８（３）, 1981, ｐｐ．２４３-２５７
JPN6015032608; ＫＵＺＮＥＴＳＯＶ， Ｖ． Ｓ．: 'Ｐｏｌａｒｏｇｒａｐｈｉｃ ｓｔｕｄｙ ｏｆ ｒｉｎｇ-ｓｕｂｓｔｉｔｕｔｅｄ ｎａｐｈｔｈｏ［２，３-ｄ］ｉｍｉｄａｚｏｌｅ-４，９-ｄｉｏｎｅｓ ａｎｄ ｔｈｅｉｒ ｑｕａｔｅｒｎａｒｙ ｓａｌｔ' Ｚｈｕｒｎａｌ Ｏｂｓｈｃｈｅｉ Ｋｈｉｍｉｉ ３７（８）, 1967, ｐｐ．１８０２-１８０９
JPN6015032610; ＯＧＲＥＴＩＲ， Ｃ． ｅｔ ａｌ．: 'Ｂｅｎｚｉｍｉｄａｚｏｌｅ ｓｔｕｄｉｅｓ． ＩＶ． Ｉｎｖｅｓｔｉｇａｔｉｏｎ ｏｆ ｔｈｅ ｎｉｔｒａｔｉｏｎ ｋｉｎｅｔｉｃｓ ｏｆ ｓｏｍｅ ｂｅｎｚｉｍｉｄａｚｏｌｅ ｄｅｒｉｖａｔｉｖ' Ｃｈｉｍｉｃａ Ａｃｔａ Ｔｕｒｃｉｃａ １４（２）, 1986, ｐｐ．１９９-２１１
JPN6015032613; ＫＵＺＮＥＴＳＯＶ， Ｖ． Ｓ． ｅｔ ａｌ．: 'Ｈｅｔｅｒｏｃｙｃｌｉｃ ｄｅｒｉｖａｔｉｖｅｓ ｏｆ ｓｕｂｓｔｉｔｕｔｅｄ １，４-ｎａｐｈｔｈｏｑｕｉｎｏｎｅｓ． ＶＩ． Ｄｅｒｉｖａｔｉｖｅｓ ｏｆ ｎａｐｈｔｈｏ［２，３-ｄ］ｉｍｉｄａ' Ｚｈｕｒｎａｌ Ｏｒｇａｎｉｃｈｅｓｋｏｉ Ｋｈｉｍｉｉ ３（２）, 1967, ｐｐ．３９３-４０２
JPN7015002212; ＦＩＬＥ ＲＥＧＩＳＴＲＹ ＯＮ ＳＴＮ， ＲＮ ６４０８５-７９-６， ＥＤ ＥＮＴＥＲＥＤ ＳＴＮ： １６ ＮＯＶ １９８４
JPN6015032596; ＣＨＥＲＫＵＰＡＬＬＹ， Ｐ． ｅｔ ａｌ．: 'Ａｌｋｏｘｉｄｅ-ｉｎｄｕｃｅｄ ｎｕｃｌｅｏｐｈｉｌｉｃ ｔｒｉｆｌｕｏｒｏｍｅｔｈｙｌａｔｉｏｎ ｕｓｉｎｇ ｄｉｅｔｈｙｌ ｔｒｉｆｌｕｏｒｏｍｅｔｈｙｌｐｈｏｓｐｈｏｎａｔｅ' Ｔｅｔｒａｈｅｄｒｏｎ Ｌｅｔｔｅｒｓ ５１, 2010, ｐｐ．２５２-２５５
JPN6015032599; ＬＡＲＩＮＡ， Ｌ． Ｉ． ｅｔ ａｌ．: 'Ｉｎｖｅｓｔｉｇａｔｉｏｎ ｏｆ ｂｅｎｚｉｍｉｄａｚｏｌｅｓ． ＩＩ． Ｔｈｅ ｉｎｆｌｕｅｎｃｅ ｏｆ ｓｕｂｓｔｉｔｕｅｎｔｓ ａｎｄ ｓｏｌｖｅｎｔｓ ｏｎ ｔｈｅ １Ｈ ａｎｄ １３Ｃ' Ｏｒｇａｎｉｃ Ｍａｇｎｅｔｉｃ Ｒｅｓｏｎａｎｃｅ １７（１）, 1981, ｐｐ．１-５
JPN6015032602; ＫＲＡＳＯＶＳＫＩＹ， Ａ． Ｌ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ＣＦ３-ｃｏｎｔａｉｎｉｎｇ beta-ｈｅｔａｒｙｌ-ｓｕｂｓｔｉｔｕｔｅｄ ｅｎｏｎｅｓ' Ｒｕｓｓｉａｎ Ｃｈｅｍｉｃａｌ Ｂｕｌｌｅｔｉｎ， Ｉｎｔｅｒｎａｔｉｏｎａｌ Ｅｄｉｔｉｏｎ ５２（８）, 2003, ｐｐ．１７９１-１７９６
JPN6015032605; ＥＡＰＥＮ， Ｋ． Ｃ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ｓｏｍｅ ｂｅｎｚｉｍｉｄａｚｏｌｅｓ ｃｏｎｔａｉｎｉｎｇ ２-ｐｅｒｆｌｕｏｒｏ ｓｕｂｓｔｉｔｕｅｎｔｓ' Ｊｏｕｒｎａｌ ｏｆ Ｆｌｕｏｒｉｎｅ Ｃｈｅｍｉｓｔｒｙ １８（３）, 1981, ｐｐ．２４３-２５７
JPN6015032608; ＫＵＺＮＥＴＳＯＶ， Ｖ． Ｓ．: 'Ｐｏｌａｒｏｇｒａｐｈｉｃ ｓｔｕｄｙ ｏｆ ｒｉｎｇ-ｓｕｂｓｔｉｔｕｔｅｄ ｎａｐｈｔｈｏ［２，３-ｄ］ｉｍｉｄａｚｏｌｅ-４，９-ｄｉｏｎｅｓ ａｎｄ ｔｈｅｉｒ ｑｕａｔｅｒｎａｒｙ ｓａｌｔ' Ｚｈｕｒｎａｌ Ｏｂｓｈｃｈｅｉ Ｋｈｉｍｉｉ ３７（８）, 1967, ｐｐ．１８０２-１８０９
JPN6015032610; ＯＧＲＥＴＩＲ， Ｃ． ｅｔ ａｌ．: 'Ｂｅｎｚｉｍｉｄａｚｏｌｅ ｓｔｕｄｉｅｓ． ＩＶ． Ｉｎｖｅｓｔｉｇａｔｉｏｎ ｏｆ ｔｈｅ ｎｉｔｒａｔｉｏｎ ｋｉｎｅｔｉｃｓ ｏｆ ｓｏｍｅ ｂｅｎｚｉｍｉｄａｚｏｌｅ ｄｅｒｉｖａｔｉｖ' Ｃｈｉｍｉｃａ Ａｃｔａ Ｔｕｒｃｉｃａ １４（２）, 1986, ｐｐ．１９９-２１１
JPN6015032613; ＫＵＺＮＥＴＳＯＶ， Ｖ． Ｓ． ｅｔ ａｌ．: 'Ｈｅｔｅｒｏｃｙｃｌｉｃ ｄｅｒｉｖａｔｉｖｅｓ ｏｆ ｓｕｂｓｔｉｔｕｔｅｄ １，４-ｎａｐｈｔｈｏｑｕｉｎｏｎｅｓ． ＶＩ． Ｄｅｒｉｖａｔｉｖｅｓ ｏｆ ｎａｐｈｔｈｏ［２，３-ｄ］ｉｍｉｄａ' Ｚｈｕｒｎａｌ Ｏｒｇａｎｉｃｈｅｓｋｏｉ Ｋｈｉｍｉｉ ３（２）, 1967, ｐｐ．３９３-４０２
JPN7015002212; ＦＩＬＥ ＲＥＧＩＳＴＲＹ ＯＮ ＳＴＮ， ＲＮ ６４０８５-７９-６， ＥＤ ＥＮＴＥＲＥＤ ＳＴＮ： １６ ＮＯＶ １９８４
Attorney, Agent or Firm:
Xie Takamine
Tadayuki Motoyama
Tadayuki Motoyama
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