KR100867910B1 - 알킬-n-(3-디메틸아미노)알킬카르바메이트의 제조방법 - Google Patents
알킬-n-(3-디메틸아미노)알킬카르바메이트의 제조방법 Download PDFInfo
- Publication number
- KR100867910B1 KR100867910B1 KR1020037014063A KR20037014063A KR100867910B1 KR 100867910 B1 KR100867910 B1 KR 100867910B1 KR 1020037014063 A KR1020037014063 A KR 1020037014063A KR 20037014063 A KR20037014063 A KR 20037014063A KR 100867910 B1 KR100867910 B1 KR 100867910B1
- Authority
- KR
- South Korea
- Prior art keywords
- dimethylamino
- propyl
- alkyl
- reaction
- chloroformate
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- QQKDTTWZXHEGAQ-UHFFFAOYSA-N propyl carbonochloridate Chemical compound CCCOC(Cl)=O QQKDTTWZXHEGAQ-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000012442 inert solvent Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 238000010943 off-gassing Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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)
Abstract
Description
Claims (6)
- 지방족 (C1-C6)-알코올 또는 이러한 알코올 하나 이상과 30 중량% 이하의 물 또는 불활성 유기 용매 또는 그 혼합물과의 혼합물 중 알킬-클로로포르메이트와 3-디메틸아미노-알킬아민을 반응시키는 것을 포함하는 알킬-N-(3-디메틸아미노)알킬카르바메이트의 제조방법.
- 제 1 항에 있어서, n-프로필 클로로포르메이트를 사용한 n-프로필-3-(디메틸아미노)n-프로필카르바메이트의 제조방법.
- 제 2 항에 있어서, n-프로판올 또는 재순환 n-프로판올이 용매인 방법.
- 제 1 항 내지 제 3 항 중 어느 한 항에 있어서, 반응이 -20℃ 내지 110℃ 의 온도에서 수행되는 방법.
- 삭제
- 삭제
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01110711A EP1254894A1 (en) | 2001-05-03 | 2001-05-03 | Process for the preparation of propamocarb |
EP01110711.7 | 2001-05-03 | ||
EP01113778A EP1264824A1 (en) | 2001-06-06 | 2001-06-06 | Preparation of alkyl-N-(3-dimethylamino)alkylcarbamates |
EP01113778.3 | 2001-06-06 | ||
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 |
---|---|
KR20030094370A KR20030094370A (ko) | 2003-12-11 |
KR100867910B1 true KR100867910B1 (ko) | 2008-11-10 |
Family
ID=26076565
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020037014063A KR100867910B1 (ko) | 2001-05-03 | 2002-04-18 | 알킬-n-(3-디메틸아미노)알킬카르바메이트의 제조방법 |
Country Status (21)
Country | Link |
---|---|
US (1) | US6872847B2 (ko) |
EP (1) | EP1383737B1 (ko) |
JP (1) | JP4261915B2 (ko) |
KR (1) | KR100867910B1 (ko) |
CN (1) | CN1246305C (ko) |
AT (1) | ATE386015T1 (ko) |
AU (1) | AU2002314078B2 (ko) |
BR (1) | BR0209410A (ko) |
CA (1) | CA2443820C (ko) |
CZ (1) | CZ299629B6 (ko) |
DE (1) | DE60224998T2 (ko) |
DK (1) | DK1383737T3 (ko) |
ES (1) | ES2301649T3 (ko) |
HU (1) | HUP0303821A3 (ko) |
IL (2) | IL158015A0 (ko) |
MX (1) | MXPA03010032A (ko) |
PL (1) | PL203712B1 (ko) |
PT (1) | PT1383737E (ko) |
SK (1) | SK287055B6 (ko) |
TW (1) | TWI247732B (ko) |
WO (1) | WO2002090322A1 (ko) |
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
Non-Patent Citations (1)
Title |
---|
해당사항 없음 |
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 |
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 |
JP4261915B2 (ja) | 2009-05-13 |
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