JP2015227339A5 - - Google Patents
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- JP2015227339A5 JP2015227339A5 JP2015125708A JP2015125708A JP2015227339A5 JP 2015227339 A5 JP2015227339 A5 JP 2015227339A5 JP 2015125708 A JP2015125708 A JP 2015125708A JP 2015125708 A JP2015125708 A JP 2015125708A JP 2015227339 A5 JP2015227339 A5 JP 2015227339A5
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- Prior art keywords
- formula
- compound
- alkyl group
- group
- addition product
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 125000000217 alkyl group Chemical group 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 9
- 239000000460 chlorine Chemical group 0.000 claims 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 239000000047 product Substances 0.000 claims 6
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 150000001923 cyclic compounds Chemical class 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 238000007259 addition reaction Methods 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 1
Claims (14)
- 式(I):
ZおよびYは、窒素を表し、
Aは、−CH 2 −、−C(=O)−、−CH 2 −CH 2 −、−CH 2 −C(=O)−および−C(=S)−から選択される)
の環式化合物を製造する方法であって、
(a)式R1−C(O)−X(X=フッ素、塩素または臭素であり、R1は上記で示される意味を有する)の酸ハロゲン化物を式(II)CH2=CH−OR2(II)(R2はアルキル基、アラルキル基またはアリール基である)のビニルエーテルに付加して、付加生成物を生成する工程と、
(b)前記付加生成物を式(III)Y−A−Z(III)(Z、YおよびAは上記で定義されるとおりである)の化合物と反応させる工程と、
を含む方法。 - R1が、CF3、CF2HおよびCF2Clから好ましくは選択されるC1〜C3ハロゲン化アルキル基である、請求項1に記載の方法。
- R2が、C1〜C4アルキル基、好ましくはエチル基である、請求項1から6のいずれか一項に記載の方法。
- 式(III)の前記化合物が、尿素およびチオ尿素から選択される、請求項1から7のいずれか一項に記載の方法。
- 工程(a)で生成されたHXが、工程(b)に供給される、請求項1から9のいずれか一項に記載の方法。
- 工程(b)に供給された前記付加生成物が、工程(a)からの粗生成物である、請求項1から10のいずれか一項に記載の方法。
- 工程(b)の前記反応が、範囲−15℃〜+80℃の温度で行われる、請求項1から11のいずれか一項に記載の方法。
- 固液分離または蒸留によって、工程(b)の前記反応媒体から式(I)の前記化合物を単離することをさらに含む、請求項1から12のいずれか一項に記載の方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08165547.4 | 2008-09-30 | ||
EP08165547 | 2008-09-30 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2011529509A Division JP6180705B2 (ja) | 2008-09-30 | 2009-09-25 | ハロゲン化環式化合物の合成方法 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017225725A Division JP6647268B2 (ja) | 2008-09-30 | 2017-11-24 | ハロゲン化環式化合物の合成方法 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2015227339A JP2015227339A (ja) | 2015-12-17 |
JP2015227339A5 true JP2015227339A5 (ja) | 2016-06-02 |
JP6511346B2 JP6511346B2 (ja) | 2019-05-15 |
Family
ID=40351699
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2011529509A Active JP6180705B2 (ja) | 2008-09-30 | 2009-09-25 | ハロゲン化環式化合物の合成方法 |
JP2015125708A Active JP6511346B2 (ja) | 2008-09-30 | 2015-06-23 | ハロゲン化環式化合物の合成方法 |
JP2017225725A Active JP6647268B2 (ja) | 2008-09-30 | 2017-11-24 | ハロゲン化環式化合物の合成方法 |
JP2019186868A Pending JP2020023533A (ja) | 2008-09-30 | 2019-10-10 | ハロゲン化環式化合物の合成方法 |
JP2021184880A Pending JP2022028792A (ja) | 2008-09-30 | 2021-11-12 | ハロゲン化環式化合物の合成方法 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2011529509A Active JP6180705B2 (ja) | 2008-09-30 | 2009-09-25 | ハロゲン化環式化合物の合成方法 |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017225725A Active JP6647268B2 (ja) | 2008-09-30 | 2017-11-24 | ハロゲン化環式化合物の合成方法 |
JP2019186868A Pending JP2020023533A (ja) | 2008-09-30 | 2019-10-10 | ハロゲン化環式化合物の合成方法 |
JP2021184880A Pending JP2022028792A (ja) | 2008-09-30 | 2021-11-12 | ハロゲン化環式化合物の合成方法 |
Country Status (7)
Country | Link |
---|---|
US (2) | US8431710B2 (ja) |
EP (1) | EP2334645B1 (ja) |
JP (5) | JP6180705B2 (ja) |
KR (3) | KR20110066201A (ja) |
CN (2) | CN106083710B (ja) |
CA (1) | CA2735921C (ja) |
WO (1) | WO2010037688A1 (ja) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2010000871A2 (en) | 2008-07-04 | 2010-01-07 | Solvay Sa | Process for the manufacture of alkenones |
KR20110066201A (ko) | 2008-09-30 | 2011-06-16 | 솔베이(소시에떼아노님) | 할로겐화 환형 화합물의 합성 방법 |
GB0903749D0 (en) * | 2009-03-04 | 2009-04-15 | Syngenta Participations Ag | Chemical process |
BR112012000280B1 (pt) | 2009-07-06 | 2018-02-14 | Solvay Sa | "processo para preparar um precursor halogenado de uma alquenona, e, método para a fabricação de uma alquenona" |
US8957254B2 (en) | 2009-07-06 | 2015-02-17 | Solvay Sa | Process for chemical synthesis from an alkenone made from a halogenated precursor |
EP2662359A1 (en) | 2012-05-08 | 2013-11-13 | Solvay Sa | Ionic Liquids, Method for manufacturing thereof, and Electrochemical Devices Comprising the Same |
WO2014029786A1 (en) * | 2012-08-22 | 2014-02-27 | Solvay Sa | Process for the manufacture of alkenones |
KR20150096729A (ko) * | 2012-12-20 | 2015-08-25 | 솔베이(소시에떼아노님) | 전해질 성분으로서의 n-함유 복소환 음이온들의 염들 |
EP3010898A1 (en) * | 2013-06-20 | 2016-04-27 | Basf Se | Process for preparing pyridylpyrazole compounds and derivatives thereof from pyridylhydrazine |
EP2987782A1 (en) | 2014-08-22 | 2016-02-24 | Solvay SA | Distillation process comprising at least two distillation steps to obtain purified halogenated carboxylic acid halide, and use of the purified halogenated carboxylic acid halide |
EP3221289A1 (en) | 2014-11-17 | 2017-09-27 | Solvay SA | Distillation process comprising at least two distillation steps to obtain purified halogenated carboxylic acid halide, and use of the purified halogenated carboxylic acid halide |
WO2016079122A1 (en) | 2014-11-17 | 2016-05-26 | Solvay Sa | A method for producing a chemical compound and apparatus therefor |
EP3031791A1 (en) | 2014-12-10 | 2016-06-15 | Solvay SA | Halogenation process of 1,1-dihaloethene |
EP3199522A1 (en) | 2016-02-01 | 2017-08-02 | Solvay SA | Aminothioate derivatives, production thereof and use |
US20200407304A1 (en) | 2017-09-04 | 2020-12-31 | Solvay Sa | Process and intermediate for the manufacture of difluoroacetyl chloride |
JP6911143B2 (ja) | 2018-11-07 | 2021-07-28 | 福建永晶科技股▲ふん▼有限公司Fujian Yongjing Technology Co., Ltd | ピラゾール又はピリミジノンの新しい製造方法 |
JP2023512000A (ja) | 2020-01-31 | 2023-03-23 | ソルヴェイ(ソシエテ アノニム) | ハロアルキル置換ピリジン化合物の製造のプロセス |
JP2021079146A (ja) * | 2021-02-22 | 2021-05-27 | 株式会社三洋物産 | 遊技機 |
JP7315071B2 (ja) * | 2021-03-03 | 2023-07-26 | 株式会社三洋物産 | 遊技機 |
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AU655255B2 (en) * | 1991-03-07 | 1994-12-08 | E.I. Du Pont De Nemours And Company | Herbicidal pyridine sulfonamide |
US5235060A (en) * | 1991-07-11 | 1993-08-10 | E. I. Du Pont De Nemours And Company | Certain three component ionic substituted pyridine compounds as intermediates for preparation as herbicides |
DE4128828A1 (de) | 1991-08-30 | 1993-03-04 | Basf Ag | Ammonium- oder harnstoffhaltige duengemittel und verfahren zu ihrer herstellung |
US5708174A (en) * | 1992-03-12 | 1998-01-13 | Smithkline Beecham P.L.C. | Heterocyclic-esters or -amides used as 5-HT4 receptor antagonists |
EP0659729B1 (de) * | 1993-12-23 | 1998-06-24 | Solvay Fluor und Derivate GmbH | Verfahren zur Herstellung von Polyfluorchlor- und Perfluorcarbonsäurechloriden unter Chlorzusatz |
JP3843152B2 (ja) * | 1995-08-08 | 2006-11-08 | 石原産業株式会社 | 4−アルコキシ−1,1,1−トリフルオロ−3−ブテン−2−オンの製造方法 |
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WO2002053518A2 (en) | 2000-12-29 | 2002-07-11 | Honeywell International, Inc. | HALOGENATED-α,β-UNSATURATED-β-(SUBSTITUTED-AMINO) CARBOXYLATE ESTERS |
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DE10325715A1 (de) * | 2003-06-06 | 2004-12-23 | Solvay Fluor Und Derivate Gmbh | Vereinfachte Herstellung von Alkenonen |
US20060128702A1 (en) * | 2004-11-23 | 2006-06-15 | Manojit Pal | Heterocyclic and bicyclic compounds, compositions and methods |
DE102004061593A1 (de) | 2004-12-21 | 2006-06-22 | Abbott Gmbh & Co. Kg | Substituierte N-heterocyclische Verbindungen und ihre therapeutische Verwendung |
EP1940842B1 (en) | 2005-09-29 | 2012-05-30 | Merck Sharp & Dohme Corp. | Acylated spiropiperidine derivatives as melanocortin-4 receptor modulators |
JP5112082B2 (ja) * | 2006-02-02 | 2013-01-09 | クミアイ化学工業株式会社 | ピリドン誘導体及び除草剤 |
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EP2008996A1 (en) * | 2007-06-27 | 2008-12-31 | Syngeta Participations AG | Process for the production of pyrazoles |
WO2010002577A1 (en) * | 2008-07-01 | 2010-01-07 | Dow Agrosciences Llc | Improved process for the preparation of 2-trifluoromethyl-5-(1-substituted)alkylpyridines |
WO2010000871A2 (en) | 2008-07-04 | 2010-01-07 | Solvay Sa | Process for the manufacture of alkenones |
EP2154167A1 (de) * | 2008-07-30 | 2010-02-17 | Bayer MaterialScience AG | Elektromechanischer Wandler mit einem Polymerelement auf Polyisocyanat-Basis |
KR20110066201A (ko) * | 2008-09-30 | 2011-06-16 | 솔베이(소시에떼아노님) | 할로겐화 환형 화합물의 합성 방법 |
BR112012000280B1 (pt) | 2009-07-06 | 2018-02-14 | Solvay Sa | "processo para preparar um precursor halogenado de uma alquenona, e, método para a fabricação de uma alquenona" |
US8552221B2 (en) | 2009-07-06 | 2013-10-08 | Solvay Sa | Process for the manufacture of halogenated precursors of alkenones under specific conditions |
BR112012000258A2 (pt) | 2009-07-06 | 2016-02-16 | Solvay | processo para preparar uma alquenona. |
JP6194245B2 (ja) * | 2013-12-27 | 2017-09-06 | 株式会社Subaru | 信号機認識装置 |
-
2009
- 2009-09-25 KR KR1020117009786A patent/KR20110066201A/ko active Search and Examination
- 2009-09-25 CN CN201610380671.4A patent/CN106083710B/zh active Active
- 2009-09-25 CN CN2009801384364A patent/CN102164898A/zh active Pending
- 2009-09-25 KR KR1020167031136A patent/KR20160131129A/ko active Search and Examination
- 2009-09-25 EP EP09783436.0A patent/EP2334645B1/en active Active
- 2009-09-25 US US13/120,505 patent/US8431710B2/en not_active Expired - Fee Related
- 2009-09-25 KR KR1020197018768A patent/KR20190080972A/ko not_active Application Discontinuation
- 2009-09-25 CA CA2735921A patent/CA2735921C/en not_active Expired - Fee Related
- 2009-09-25 WO PCT/EP2009/062462 patent/WO2010037688A1/en active Application Filing
- 2009-09-25 JP JP2011529509A patent/JP6180705B2/ja active Active
-
2013
- 2013-04-29 US US13/872,860 patent/US8981115B2/en not_active Expired - Fee Related
-
2015
- 2015-06-23 JP JP2015125708A patent/JP6511346B2/ja active Active
-
2017
- 2017-11-24 JP JP2017225725A patent/JP6647268B2/ja active Active
-
2019
- 2019-10-10 JP JP2019186868A patent/JP2020023533A/ja active Pending
-
2021
- 2021-11-12 JP JP2021184880A patent/JP2022028792A/ja active Pending
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