JP2000511879A - 農薬中間体を調製する新しいプロセス - Google Patents
農薬中間体を調製する新しいプロセスInfo
- Publication number
- JP2000511879A JP2000511879A JP09531437A JP53143797A JP2000511879A JP 2000511879 A JP2000511879 A JP 2000511879A JP 09531437 A JP09531437 A JP 09531437A JP 53143797 A JP53143797 A JP 53143797A JP 2000511879 A JP2000511879 A JP 2000511879A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- process according
- reaction
- formaldehyde
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/16—Preparation of carboxylic acid nitriles by reaction of cyanides with lactones or compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Steroid Compounds (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1. 式(I) (式中Rは1〜18個の炭素原子を有する直鎖又は分岐鎖アルキルを表す)の化 合物又はその塩を調製するプロセスであって、 式(II) RO2C−CH2CN II (式中Rは上記に定義される通りである) のシアノアセテートをシアン化塩及びホルムアルデヒド又はホルムアルデヒド源 と反応させることを含むプロセス。 2. シアン化塩がアルカリ金属塩又はアルカリ土類金属塩である、請求項1に 記載のプロセス。 3. シアン化塩がシアン化ナトリウム又はシアン化カリウムである、請求項2 に記載のプロセス。 4. Rが1〜6個の炭素原子を有する直鎖又は分岐鎖アルキ ルを表す、請求項1、2又は3に記載のプロセス。 5. 式(II)の化合物がエチルシアノアセテートである、請求項1〜4のいず れか一項に記載のプロセス。 6. ホルムアルデヒド源がパラホルムアルデヒドである、請求項1〜5のいず れか一項に記載のプロセス。 7. 反応が溶媒としてのアルコール媒質の存在下で行われる、請求項1〜6の いずれか一項に記載のプロセス。 8. 反応が約0〜約120℃の温度で行われる、請求項1〜7のいずれか一項 に記載のプロセス。 9. 反応が、約1モル当量の式(II)の化合物;約0.95〜1.0モル当量 のシアン化塩;及び約1モル当量のホルムアルデヒド化合物を使って実施される 、請求項1〜8のいずれか一項に記載のプロセス。 10. 式(II)のシアノアセテートとシアン化塩及びホルムアルデヒドとの反 応後に反応混合物を酸性化する、請求項1〜9のいずれか一項に記載のプロセス 。 11. 反応が実質的に無水条件下で実施される、請求項1〜10のいずれか一 項に記載のプロセス。 12. 式(III) [式中R1はシアノであり;Wは窒素又は−CR4であり;R2及びR4は独立して ハロゲンを表し;R3はハロゲン、ハロアルキル、ハロアルコキシ又は−SF5を 表す]の化合物を調製するプロセスであって、 (a)式(II) RO2C−CH2CN II (式中Rは1〜18個の炭素原子を有する直鎖又は分岐鎖アルキルを表す)のシ アノアセテートをシアン化塩及びホルムアルデヒド又はホルムアルデヒド源と反 応させて請求項1に定義される式(I)の化合物を得る工程;及び (b)かくして得た式(I)の化合物を式(IV) (式中W、R2及びR3は上記に定義される通りである) の化合物のジアゾニウム塩と反応させて式(V) (式中W、R、R1、R2及びR3は上記に定義される通りである)の化合物を得 た後、式(V)の化合物を環化させる工程;を含むプロセス。 13. 反応工程(a)の生成物が酸、好ましくは無機酸のアルコール溶液で処 理される、請求項12に記載のプロセス。 14. 式(II)の化合物:式(IV)の化合物のモル比が約1.5:1〜約1: 4、好ましくは約1.3:1〜約1:1である、請求項12又は13に記載のプ ロセス。 15. 反応工程(a)が実質的に無水条件下で実施される、請求項12、13 又は14に記載のプロセス。 16. 環化が式(V)の化合物の加水分解により達成される、請求項12〜1 5のいずれか一項に記載のプロセス。 17. 式(V) [式中R1はシアノであり;Wは窒素又は−CR4であり;R2及びR4は独立して ハロゲンを表し;R3はハロゲン、ハロアルキル、ハロアルコキシ又は−SF5を 表す]の化合物。 18. エチル2,3−ジシアノ−2−[(2,6−ジクロロ−4−トリフルオ ロメチルフェニル)アゾ]プロピオネート。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9604691.7A GB9604691D0 (en) | 1996-03-05 | 1996-03-05 | New processes for preparing pesticidal intermediates |
GB9604691.7 | 1996-03-05 | ||
PCT/EP1997/001036 WO1997032843A1 (en) | 1996-03-05 | 1997-03-03 | New processes for preparing pesticidal intermediates |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2000511879A true JP2000511879A (ja) | 2000-09-12 |
JP4039693B2 JP4039693B2 (ja) | 2008-01-30 |
Family
ID=10789895
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP53143797A Expired - Lifetime JP4039693B2 (ja) | 1996-03-05 | 1997-03-03 | 農薬中間体を調製する新しいプロセス |
Country Status (32)
Country | Link |
---|---|
US (1) | US6133432A (ja) |
EP (1) | EP0888291B1 (ja) |
JP (1) | JP4039693B2 (ja) |
KR (1) | KR100530974B1 (ja) |
CN (2) | CN1495168A (ja) |
AR (1) | AR006058A1 (ja) |
AT (1) | ATE212332T1 (ja) |
AU (1) | AU725472B2 (ja) |
BG (1) | BG63664B1 (ja) |
BR (1) | BR9707811A (ja) |
CZ (1) | CZ293415B6 (ja) |
DE (1) | DE69710052T2 (ja) |
DK (1) | DK0888291T3 (ja) |
EA (1) | EA000955B1 (ja) |
ES (1) | ES2166977T3 (ja) |
GB (1) | GB9604691D0 (ja) |
HR (1) | HRP970128B1 (ja) |
HU (1) | HU228635B1 (ja) |
ID (1) | ID17221A (ja) |
IL (1) | IL126054A (ja) |
IN (1) | IN186421B (ja) |
MY (1) | MY116862A (ja) |
NZ (1) | NZ331670A (ja) |
PL (1) | PL187340B1 (ja) |
PT (1) | PT888291E (ja) |
RO (1) | RO118534B1 (ja) |
RS (1) | RS49587B (ja) |
TR (1) | TR199801751T2 (ja) |
TW (1) | TW574185B (ja) |
UA (1) | UA57729C2 (ja) |
WO (1) | WO1997032843A1 (ja) |
ZA (1) | ZA971855B (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012520338A (ja) * | 2009-03-16 | 2012-09-06 | ビーエーエスエフ ソシエタス・ヨーロピア | ピラゾール誘導体の調製方法 |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ337840A (en) * | 1997-03-03 | 2001-06-29 | Rhone Poulenc Agrochimie | Processes for preparing pesticidal intermediates to 2-arylhydrazonosuccinonitrile compounds and 2-arylhydrazinosuccinonitrile compounds |
EP0952145B1 (en) * | 1998-04-20 | 2005-10-05 | BASF Agro B.V., Arnhem (NL), Wädenswil-Branch | Process for preparing pesticidal intermediates |
EP0952144B1 (en) * | 1998-04-20 | 2003-06-18 | Bayer Agriculture Limited | Processes for preparing pesticidal intermediates |
IL139009A0 (en) | 1998-04-20 | 2001-11-25 | Aventis Agriculture Ltd | Processes for preparing pesticidal intermediates |
FR2789387B1 (fr) * | 1999-02-04 | 2001-09-14 | Aventis Cropscience Sa | Nouveau procede de preparation d'intermediaires pesticides |
EP1264823A1 (en) * | 2001-06-08 | 2002-12-11 | Novartis AG | Process for the preparation of 2,3-dicyanopropionates |
DE10142665B4 (de) | 2001-08-31 | 2004-05-06 | Aventis Pharma Deutschland Gmbh | C2-Disubstituierte Indan-1-one und ihre Derivate |
WO2005023773A1 (en) * | 2003-09-04 | 2005-03-17 | Pfizer Limited | Process for the preparation of substituted aryl pyrazoles |
GB0414890D0 (en) * | 2004-07-02 | 2004-08-04 | Pfizer Ltd | Process for preparing synthetic intermediates useful in preparing pyrazole compounds |
CN100391936C (zh) * | 2005-11-07 | 2008-06-04 | 栾忠岳 | 一种合成2、3-二氰基丙酸乙酯的工艺 |
AU2010100309A4 (en) * | 2010-01-18 | 2010-05-20 | Keki Hormusji Gharda | A process for the preparation of cyanoalkylpropionate derivatives |
EP2702039B1 (en) | 2011-04-25 | 2017-12-20 | Keki Hormusji Gharda | A process for preparation of dicyanocarboxylate derivatives |
CN103214395B (zh) * | 2013-03-26 | 2014-04-30 | 南通市海圣药业有限公司 | 2,3-二氰基丙酸乙酯的合成工艺 |
CN106117145A (zh) * | 2016-07-12 | 2016-11-16 | 潍坊鑫诺化工有限公司 | 5‑氨基‑1‑(2,6‑二氯‑4‑三氟甲基苯基)‑3‑氰基吡唑的制备方法 |
CN110981806A (zh) * | 2019-12-06 | 2020-04-10 | 江苏优普生物化学科技股份有限公司 | 合成芳基吡唑腈副产碳酸二酯的方法 |
CN113372240A (zh) * | 2021-07-02 | 2021-09-10 | 湖北金玉兰医药科技有限公司 | 一种2,3-二氰基丙酸乙酯的绿色制备工艺 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8713768D0 (en) * | 1987-06-12 | 1987-07-15 | May & Baker Ltd | Compositions of matter |
US5232940A (en) * | 1985-12-20 | 1993-08-03 | Hatton Leslie R | Derivatives of N-phenylpyrazoles |
GB8531485D0 (en) * | 1985-12-20 | 1986-02-05 | May & Baker Ltd | Compositions of matter |
GB9120641D0 (en) * | 1991-09-27 | 1991-11-06 | Ici Plc | Heterocyclic compounds |
GB9306184D0 (en) * | 1993-03-25 | 1993-05-19 | Zeneca Ltd | Heteroaromatic compounds |
-
1996
- 1996-03-05 GB GBGB9604691.7A patent/GB9604691D0/en active Pending
-
1997
- 1997-03-03 NZ NZ331670A patent/NZ331670A/en not_active IP Right Cessation
- 1997-03-03 AT AT97907063T patent/ATE212332T1/de not_active IP Right Cessation
- 1997-03-03 CN CNA031522416A patent/CN1495168A/zh active Pending
- 1997-03-03 TR TR1998/01751T patent/TR199801751T2/xx unknown
- 1997-03-03 RO RO98-01349A patent/RO118534B1/ro unknown
- 1997-03-03 US US09/142,074 patent/US6133432A/en not_active Expired - Lifetime
- 1997-03-03 DE DE69710052T patent/DE69710052T2/de not_active Expired - Lifetime
- 1997-03-03 ID IDP970644A patent/ID17221A/id unknown
- 1997-03-03 AR ARP970100828A patent/AR006058A1/es active IP Right Grant
- 1997-03-03 DK DK97907063T patent/DK0888291T3/da active
- 1997-03-03 UA UA98095184A patent/UA57729C2/uk unknown
- 1997-03-03 CZ CZ19982809A patent/CZ293415B6/cs not_active IP Right Cessation
- 1997-03-03 ES ES97907063T patent/ES2166977T3/es not_active Expired - Lifetime
- 1997-03-03 PL PL97328778A patent/PL187340B1/pl unknown
- 1997-03-03 IL IL12605497A patent/IL126054A/xx not_active IP Right Cessation
- 1997-03-03 BR BR9707811A patent/BR9707811A/pt not_active IP Right Cessation
- 1997-03-03 EP EP97907063A patent/EP0888291B1/en not_active Expired - Lifetime
- 1997-03-03 PT PT97907063T patent/PT888291E/pt unknown
- 1997-03-03 KR KR1019980706867A patent/KR100530974B1/ko not_active IP Right Cessation
- 1997-03-03 HU HU9902473A patent/HU228635B1/hu unknown
- 1997-03-03 WO PCT/EP1997/001036 patent/WO1997032843A1/en not_active Application Discontinuation
- 1997-03-03 JP JP53143797A patent/JP4039693B2/ja not_active Expired - Lifetime
- 1997-03-03 EA EA199800792A patent/EA000955B1/ru not_active IP Right Cessation
- 1997-03-03 CN CNB971928673A patent/CN1137090C/zh not_active Expired - Lifetime
- 1997-03-03 AU AU19248/97A patent/AU725472B2/en not_active Ceased
- 1997-03-04 HR HR970128A patent/HRP970128B1/xx not_active IP Right Cessation
- 1997-03-04 ZA ZA9701855A patent/ZA971855B/xx unknown
- 1997-03-04 IN IN556DE1997 patent/IN186421B/en unknown
- 1997-03-04 MY MYPI97000874A patent/MY116862A/en unknown
- 1997-03-07 TW TW086102820A patent/TW574185B/zh not_active IP Right Cessation
-
1998
- 1998-09-04 RS YUP-387/98A patent/RS49587B/sr unknown
- 1998-09-24 BG BG102788A patent/BG63664B1/bg unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012520338A (ja) * | 2009-03-16 | 2012-09-06 | ビーエーエスエフ ソシエタス・ヨーロピア | ピラゾール誘導体の調製方法 |
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2000511879A (ja) | 農薬中間体を調製する新しいプロセス | |
CZ282922B6 (cs) | Způsob syntézy (4R-cis)-1,1-dimethylethyl-6-kyanomethyl-2,2-dimethyl-1,3-dioxan-4-acetátu a meziprodukty pro tento způsob | |
JPH07215921A (ja) | 有害生物防除剤および中間体の製造方法 | |
JP3670314B2 (ja) | 1−置換−5(4h)−テトラゾリノン類の製造方法 | |
US4912229A (en) | Process for the preparation of 3-cyano-4-aryl-pyrroles | |
JP2001513792A (ja) | 農薬中間体の製造方法 | |
JP2002536367A (ja) | 農薬中間体の新規な調製プロセス | |
JP2000504000A (ja) | ジケトン化合物を製造する方法 | |
CA2257825C (en) | New processes for preparing pesticidal intermediates | |
JPH04270263A (ja) | 2−アリール−5−(トリフルオロメチル)ピロール化合物の製造方法 | |
MXPA98007125A (en) | New processes for the preparation of pesticide intermediaries | |
JP2002512218A (ja) | 農薬中間体の製造方法 | |
US20090082579A1 (en) | 2-alkenyl-3-aminothiophene derivative and process for producing thereof | |
FR2701259A1 (fr) | Procédé pour la préparation de dérivés phénylbenzamides fongicides agricoles. | |
JPH029580B2 (ja) | ||
JP2936741B2 (ja) | ヒドロキシイミノヘプタン酸エステル類及びその製造方法 | |
JP2003505355A (ja) | 5−および/または6−置換−2−ヒドロキシ安息香酸エステルの製造方法 | |
JP3013114B2 (ja) | 環式ケトン類の製造方法 | |
US5153330A (en) | Thiapentanamide derivatives | |
JPH06211833A (ja) | 1,3−ジオキサン−4,6−ジオン誘導体の製造方法 | |
HU193454B (en) | Process for producing 3-phenyl-butyraldehyde derivatives | |
JP2743441B2 (ja) | シクロペンタ〔1,2―c〕―3―ピラゾールカルボン酸誘導体 | |
WO2005115989A1 (fr) | Procede de preparation de derives de l'acide 1,5-diphenylpyrazole carboxylique | |
JPH1059895A (ja) | マンデル酸誘導体の製造方法 | |
FR2753195A1 (fr) | Procede pour la preparation d'un cyanobiphenyle |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20040106 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20070508 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20070418 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20070807 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20071009 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20071106 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20101116 Year of fee payment: 3 |
|
R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20101116 Year of fee payment: 3 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20111116 Year of fee payment: 4 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20121116 Year of fee payment: 5 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20131116 Year of fee payment: 6 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20131116 Year of fee payment: 6 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20131116 Year of fee payment: 6 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |