JP4261915B2 - アルキル−n−(3−ジメチルアミノ)アルキルカルバメートの調製方法 - Google Patents
アルキル−n−(3−ジメチルアミノ)アルキルカルバメートの調製方法 Download PDFInfo
- Publication number
- JP4261915B2 JP4261915B2 JP2002587402A JP2002587402A JP4261915B2 JP 4261915 B2 JP4261915 B2 JP 4261915B2 JP 2002587402 A JP2002587402 A JP 2002587402A JP 2002587402 A JP2002587402 A JP 2002587402A JP 4261915 B2 JP4261915 B2 JP 4261915B2
- Authority
- JP
- Japan
- Prior art keywords
- dimethylamino
- propyl
- alkyl
- chloroformate
- reaction
- 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.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C255/46—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
n−プロピルクロロホルメート(180g)を、トルエン(650g)に20〜40℃で滴下して添加した。3−(ジメチルアミノ)n−プロピルアミン(125g)を、30〜40分間をかけて滴下して添加した。温度は直ちに上昇し、及び温度を55〜60℃に維持するようにフラスコを冷却した。反応混合物を40〜45℃に冷却して、水を添加した。層が分離した後、粗n−プロピル−3−(ジメチルアミノ)n−プロピルカルバメート溶液を蒸留し、n−プロピル−3−(ジメチルアミノ)n−プロピルカルバメート塩酸塩を、3−(ジメチルアミノ)n−プロピルアミンを基準にして93%の収量で得た。
Claims (6)
- 最大30重量%の水又は不活性有機溶媒又はそれらの混合物を含む脂肪族(C1−C6)アルコール又は該アルコールの1又は2以上の混合物中で、アルキル−クロロホルメートと3−(ジメチルアミノ)n−プロピルアミンを反応させることを含む、アルキル−N−(3−ジメチルアミノ)n−プロピルカルバメートの調製方法。
- n−プロピルクロロホルメートを用いることによる、n−プロピル3−(ジメチルアミノ)n−プロピルカルバメートの調製のための請求項1に記載の方法。
- n−プロパノール又は再生n−プロパノールが溶媒である、請求項2に記載の方法。
- 約−20℃から約110℃の温度範囲で反応を行なう、請求項1から3に記載の方法。
- 両方の試薬が化学量論的に又は最大50%のモル過剰でのいずれかで使用され得る、請求項1から4のいずれかに記載の方法。
- n−プロピルクロロホルメートが好ましくは最大10%のモル過剰で使用される、請求項1から5のいずれかに記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01110711A EP1254894A1 (en) | 2001-05-03 | 2001-05-03 | Process for the preparation of propamocarb |
EP01113778A EP1264824A1 (en) | 2001-06-06 | 2001-06-06 | Preparation of alkyl-N-(3-dimethylamino)alkylcarbamates |
PCT/EP2002/005456 WO2002090322A1 (en) | 2001-05-03 | 2002-04-18 | Process for the preparation of alkyl-n-(3-dimethylamino)alkylcarbamates |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2004526801A JP2004526801A (ja) | 2004-09-02 |
JP4261915B2 true JP4261915B2 (ja) | 2009-05-13 |
Family
ID=26076565
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2002587402A Expired - Lifetime JP4261915B2 (ja) | 2001-05-03 | 2002-04-18 | アルキル−n−(3−ジメチルアミノ)アルキルカルバメートの調製方法 |
Country Status (21)
Country | Link |
---|---|
US (1) | US6872847B2 (ja) |
EP (1) | EP1383737B1 (ja) |
JP (1) | JP4261915B2 (ja) |
KR (1) | KR100867910B1 (ja) |
CN (1) | CN1246305C (ja) |
AT (1) | ATE386015T1 (ja) |
AU (1) | AU2002314078B2 (ja) |
BR (1) | BR0209410A (ja) |
CA (1) | CA2443820C (ja) |
CZ (1) | CZ299629B6 (ja) |
DE (1) | DE60224998T2 (ja) |
DK (1) | DK1383737T3 (ja) |
ES (1) | ES2301649T3 (ja) |
HU (1) | HUP0303821A3 (ja) |
IL (2) | IL158015A0 (ja) |
MX (1) | MXPA03010032A (ja) |
PL (1) | PL203712B1 (ja) |
PT (1) | PT1383737E (ja) |
SK (1) | SK287055B6 (ja) |
TW (1) | TWI247732B (ja) |
WO (1) | WO2002090322A1 (ja) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101548682B (zh) * | 2009-04-14 | 2012-07-25 | 陕西恒田化工有限公司 | 一种合成722克/升霜霉威盐酸盐的方法 |
EP3532630B1 (en) | 2016-10-31 | 2020-06-24 | Eastman Chemical Company | Enzymatic preparation of propamocarb |
CN108218745A (zh) * | 2018-03-12 | 2018-06-29 | 浙江禾本科技有限公司 | 一种霜霉威盐酸盐合成配方及其合成方法 |
CN113563230B (zh) * | 2020-08-24 | 2023-04-11 | 江苏禾本生化有限公司 | 一种霜霉威盐酸盐原药的制备方法 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL157191C (nl) | 1966-12-17 | Schering Ag | Werkwijze voor het bereiden van een preparaat met fungicide en fungistatische werking. | |
DE4133516A1 (de) | 1991-10-10 | 1993-04-15 | Bayer Ag | Verfahren zur herstellung von n-(hydroxyalkyl)-carbamidsaeure-alkylestern |
-
2002
- 2002-04-18 US US10/476,706 patent/US6872847B2/en not_active Expired - Lifetime
- 2002-04-18 DK DK02740612T patent/DK1383737T3/da active
- 2002-04-18 BR BR0209410-0A patent/BR0209410A/pt not_active Application Discontinuation
- 2002-04-18 SK SK1477-2003A patent/SK287055B6/sk not_active IP Right Cessation
- 2002-04-18 KR KR1020037014063A patent/KR100867910B1/ko active IP Right Grant
- 2002-04-18 JP JP2002587402A patent/JP4261915B2/ja not_active Expired - Lifetime
- 2002-04-18 CZ CZ20033261A patent/CZ299629B6/cs not_active IP Right Cessation
- 2002-04-18 AT AT02740612T patent/ATE386015T1/de active
- 2002-04-18 WO PCT/EP2002/005456 patent/WO2002090322A1/en active IP Right Grant
- 2002-04-18 PL PL366847A patent/PL203712B1/pl not_active IP Right Cessation
- 2002-04-18 ES ES02740612T patent/ES2301649T3/es not_active Expired - Lifetime
- 2002-04-18 HU HU0303821A patent/HUP0303821A3/hu unknown
- 2002-04-18 DE DE60224998T patent/DE60224998T2/de not_active Expired - Lifetime
- 2002-04-18 PT PT02740612T patent/PT1383737E/pt unknown
- 2002-04-18 CA CA002443820A patent/CA2443820C/en not_active Expired - Fee Related
- 2002-04-18 EP EP02740612A patent/EP1383737B1/en not_active Expired - Lifetime
- 2002-04-18 AU AU2002314078A patent/AU2002314078B2/en not_active Ceased
- 2002-04-18 IL IL15801502A patent/IL158015A0/xx unknown
- 2002-04-18 CN CNB028093399A patent/CN1246305C/zh not_active Expired - Lifetime
- 2002-04-18 MX MXPA03010032A patent/MXPA03010032A/es active IP Right Grant
- 2002-04-24 TW TW091108426A patent/TWI247732B/zh not_active IP Right Cessation
-
2003
- 2003-09-18 IL IL158015A patent/IL158015A/en unknown
Also Published As
Publication number | Publication date |
---|---|
ATE386015T1 (de) | 2008-03-15 |
CN1507433A (zh) | 2004-06-23 |
EP1383737B1 (en) | 2008-02-13 |
PL203712B1 (pl) | 2009-11-30 |
BR0209410A (pt) | 2004-07-06 |
CZ299629B6 (cs) | 2008-09-24 |
KR100867910B1 (ko) | 2008-11-10 |
US20040152914A1 (en) | 2004-08-05 |
CA2443820C (en) | 2009-08-18 |
IL158015A (en) | 2009-05-04 |
US6872847B2 (en) | 2005-03-29 |
KR20030094370A (ko) | 2003-12-11 |
SK14772003A3 (sk) | 2004-05-04 |
DK1383737T3 (da) | 2008-03-17 |
SK287055B6 (sk) | 2009-10-07 |
WO2002090322A1 (en) | 2002-11-14 |
CZ20033261A3 (en) | 2004-03-17 |
HUP0303821A3 (en) | 2007-02-28 |
EP1383737A1 (en) | 2004-01-28 |
DE60224998T2 (de) | 2009-02-05 |
CA2443820A1 (en) | 2002-11-14 |
MXPA03010032A (es) | 2004-02-27 |
IL158015A0 (en) | 2004-03-28 |
DE60224998D1 (de) | 2008-03-27 |
TWI247732B (en) | 2006-01-21 |
ES2301649T3 (es) | 2008-07-01 |
CN1246305C (zh) | 2006-03-22 |
JP2004526801A (ja) | 2004-09-02 |
AU2002314078B2 (en) | 2007-01-11 |
PT1383737E (pt) | 2008-03-17 |
PL366847A1 (en) | 2005-02-07 |
HUP0303821A2 (hu) | 2004-03-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS6244521B2 (ja) | ||
JP4261915B2 (ja) | アルキル−n−(3−ジメチルアミノ)アルキルカルバメートの調製方法 | |
NO764110L (ja) | ||
KR20080102422A (ko) | 이소우레아 니트로화 방법 | |
JP3791015B2 (ja) | スルホンアミド誘導体の製造方法 | |
AU2002314078A1 (en) | Process for the preparation of alkyl-N-(3-dimethylamino)alkylcarbamates | |
EP2716628A1 (en) | Method of manufacturing isoxazoline compound | |
CA2234132A1 (en) | Process to chloroketoamines using carbamates | |
US7057070B1 (en) | Method of preparing quaternary ammonium hydroxide and quaternary ammonium carbonate in an aminoalcohol solvent | |
JPH08183781A (ja) | トリアジン誘導体およびそれを有効成分とする除草剤 | |
JP2007277232A (ja) | ニトロ化方法 | |
EP1264824A1 (en) | Preparation of alkyl-N-(3-dimethylamino)alkylcarbamates | |
EP1254894A1 (en) | Process for the preparation of propamocarb | |
US5874615A (en) | Method for the preparation of insecticidal benzoylurea compounds | |
JPH04234372A (ja) | N−アルキルスルホニルアミノスルホニル尿素の製造方法 | |
JP3891637B2 (ja) | イソチオシアネート化合物の製造法 | |
JP3596041B2 (ja) | O−アルキル−N−(β−ニトロエチル)ヒドロキシルアミン誘導体およびその製造方法 | |
CA1056385A (en) | 1,3-diphenyl-2-trichloromethylimidazolidines | |
JPH0114914B2 (ja) | ||
JP2000344729A (ja) | ベンズアミドオキシム類の製造法 | |
JP2004300052A (ja) | クロロ蟻酸ベンジルエステル類の製造方法 | |
JPH075525B2 (ja) | 新規ベンジルアンモニウムスルホネート | |
JPS58110557A (ja) | 尿素誘導体 | |
MXPA98002594A (en) | Procedure for preparing chlorocetoamins with the use of carbama | |
CA2203890A1 (en) | Carbamate herbicides |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20050203 |
|
A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A712 Effective date: 20071214 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20080620 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20080701 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20080930 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20081007 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20081226 |
|
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: 20090127 |
|
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20090206 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120220 Year of fee payment: 3 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 4261915 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120220 Year of fee payment: 3 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130220 Year of fee payment: 4 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130220 Year of fee payment: 4 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20140220 Year of fee payment: 5 |
|
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 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
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 |
|
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 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |