IN2014MN01480A - - Google Patents
Info
- Publication number
- IN2014MN01480A IN2014MN01480A IN1480MUN2014A IN2014MN01480A IN 2014MN01480 A IN2014MN01480 A IN 2014MN01480A IN 1480MUN2014 A IN1480MUN2014 A IN 1480MUN2014A IN 2014MN01480 A IN2014MN01480 A IN 2014MN01480A
- Authority
- IN
- India
- Prior art keywords
- amino acid
- control
- eliminating
- ester
- present
- Prior art date
Links
- 150000001413 amino acids Chemical class 0.000 abstract 5
- 238000000034 method Methods 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 2
- -1 fatty acid halide Chemical class 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 239000004398 Ethyl lauroyl arginate Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000002051 biphasic effect Effects 0.000 abstract 1
- 239000003093 cationic surfactant Substances 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- XJTMYVOVQZMMKX-KRWDZBQOSA-N ethyl (2s)-5-(diaminomethylideneamino)-2-(dodecanoylamino)pentanoate Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(=O)OCC)CCCN=C(N)N XJTMYVOVQZMMKX-KRWDZBQOSA-N 0.000 abstract 1
- 235000019455 ethyl lauroyl arginate Nutrition 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 238000005259 measurement Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention is related to synthesis of highly pure cationic surfactant products by eliminating or reducing impurities generation that has beset prior art. This is achieved through the N acylation of ester of amino acid and its inorganic salts or its organic salts (e.g. amino acid or hydrochloride of amino acid or sulfate of amino acid or acetate of amino acid etc.) in non hydro lytic or nearly non hydrolytic reaction conditions involving mono or biphasic reaction system with fatty acid halide (C to C) under moderate uniform basic condition yielding high purity N acyl substituted amino acid ester particularly ethyl lauroyl arginate. The present process achieves pH control through process strategy rather than the measurement and control steps. This ambient temperature process is stable through a range of temperature variation eliminating rigid low temperature control.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1480MUN2014 IN2014MN01480A (en) | 2011-12-28 | 2012-05-04 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN3684MU2011 | 2011-12-28 | ||
| PCT/IB2012/052238 WO2013098659A1 (en) | 2011-12-28 | 2012-05-04 | Process for the synthesis of highly pure cationic surfactant products |
| IN1480MUN2014 IN2014MN01480A (en) | 2011-12-28 | 2012-05-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IN2014MN01480A true IN2014MN01480A (en) | 2015-04-24 |
Family
ID=48696429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IN1480MUN2014 IN2014MN01480A (en) | 2011-12-28 | 2012-05-04 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10287242B2 (en) |
| EP (2) | EP2797874A4 (en) |
| AU (1) | AU2012360171B2 (en) |
| BR (1) | BR112014015737A8 (en) |
| CA (1) | CA2859609C (en) |
| IN (1) | IN2014MN01480A (en) |
| MX (1) | MX2014008050A (en) |
| WO (1) | WO2013098659A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110229083A (en) * | 2019-06-27 | 2019-09-13 | 九江学院 | A kind of preparation method of G salt |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107286059A (en) * | 2017-05-19 | 2017-10-24 | 武汉桀升生物科技有限公司 | A kind of preparation method of lauroyl arginine ethyl ester hydrochloride |
| CN107400069B (en) * | 2017-08-01 | 2020-02-21 | 浙江大学 | A kind of preparation method of lauroyl arginine ethyl ester hydrochloride |
| CN107814754A (en) * | 2017-11-16 | 2018-03-20 | 中国日用化学工业研究院 | A kind of preparation method of lauroyl arginine ethyl ester hydrochloride |
| CN108101812B (en) * | 2018-01-02 | 2020-12-25 | 成都傲飞生物化学品有限责任公司 | Production and purification process of lauroyl arginine ethyl ester hydrochloride |
| CN110668977B (en) * | 2019-10-25 | 2022-03-18 | 浙江圣达生物研究院有限公司 | Preparation process of lauroyl arginine ethyl ester hydrochloride |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3049537A (en) * | 1960-03-21 | 1962-08-14 | Hercules Powder Co Ltd | Water-soluble cellulose ethers and process |
| US3296260A (en) | 1963-01-15 | 1967-01-03 | Du Pont | Neutral and singly charged derivatives of decaboranes and decaborates |
| US3499893A (en) * | 1968-12-06 | 1970-03-10 | Bristol Myers Co | Pyrimidinyl- or diazepinylthioacetamidocephalosporanic acids |
| US3985722A (en) | 1973-12-12 | 1976-10-12 | Ajinomoto Co., Inc. | Process for preparing N-higher aliphatic acyl derivatives of amino acids, peptides or proteins |
| US5221754A (en) * | 1989-06-09 | 1993-06-22 | Research Corporation Technologies, Inc. | Reagents for rapid peptide synthesis |
| DE3929740A1 (en) | 1989-09-07 | 1991-03-14 | Hoechst Ag | HIGHLY MOLECULAR PROTEIN FATIGUE ACIDICONDUCTIVE PRODUCTS WITH VERY GOOD SKIN AND SWEATBAR CONFIDENTIALITY |
| US5387697A (en) * | 1994-06-13 | 1995-02-07 | Merck & Co., Inc. | Process for the preparation of 1-[3-acetylthio-2(s)-methylpropanoyl]-l-proline |
| ES2092958B1 (en) | 1995-01-10 | 1997-08-01 | Miret Lab | PROCEDURE FOR THE SYNTHESIS OF CATIONIC SURFACES DERIVED FROM THE CONDENSATION OF FATTY ACIDS WITH ESTERIFIED BASIC CHARACTER AMINO ACIDS AND THEIR APPLICATION AS ANTIMICROBIAL AGENTS. |
| US5501839A (en) * | 1995-04-07 | 1996-03-26 | Id Technology | Beaker cover |
| ES2256017T3 (en) | 2000-06-03 | 2006-07-16 | Laboratorios Miret, S.A. | PROCEDURE FOR THE PREPARATION OF CATIONIC TENSIANS. |
| US8378100B2 (en) | 2008-01-09 | 2013-02-19 | University Of Virginia Patent Foundation | Phosphonate derivatives as autotaxin inhibitors |
| US20100152480A1 (en) * | 2008-12-16 | 2010-06-17 | Ghare Vishwas Sadhu | Process for synthesis of cationic surfactants |
| MY144409A (en) * | 2009-04-09 | 2011-09-15 | Malaysian Palm Oil Board | A method of producing derivatives of azelaic acid |
| US8278478B2 (en) | 2009-09-30 | 2012-10-02 | Vishwas Sadhu Ghare | Process for the synthesis of hydrochloride salt of N-fatty acylsubstituted amino acid ethyl esters |
-
2012
- 2012-05-04 IN IN1480MUN2014 patent/IN2014MN01480A/en unknown
- 2012-05-04 US US14/369,410 patent/US10287242B2/en active Active
- 2012-05-04 BR BR112014015737A patent/BR112014015737A8/en not_active Application Discontinuation
- 2012-05-04 WO PCT/IB2012/052238 patent/WO2013098659A1/en not_active Ceased
- 2012-05-04 CA CA2859609A patent/CA2859609C/en active Active
- 2012-05-04 EP EP12863737.8A patent/EP2797874A4/en not_active Ceased
- 2012-05-04 EP EP19183363.1A patent/EP3604273A3/en not_active Withdrawn
- 2012-05-04 MX MX2014008050A patent/MX2014008050A/en unknown
- 2012-05-04 AU AU2012360171A patent/AU2012360171B2/en not_active Ceased
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110229083A (en) * | 2019-06-27 | 2019-09-13 | 九江学院 | A kind of preparation method of G salt |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2797874A4 (en) | 2015-12-09 |
| EP3604273A2 (en) | 2020-02-05 |
| AU2012360171A1 (en) | 2014-07-17 |
| EP2797874A1 (en) | 2014-11-05 |
| CA2859609C (en) | 2021-01-05 |
| MX2014008050A (en) | 2014-10-06 |
| CA2859609A1 (en) | 2013-07-04 |
| EP3604273A3 (en) | 2020-04-01 |
| US20140323756A1 (en) | 2014-10-30 |
| BR112014015737A8 (en) | 2017-07-04 |
| NZ626583A (en) | 2016-01-29 |
| AU2012360171B2 (en) | 2017-06-08 |
| BR112014015737A2 (en) | 2017-06-13 |
| WO2013098659A1 (en) | 2013-07-04 |
| US10287242B2 (en) | 2019-05-14 |
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