GB745036A - Improvements in or relating to heterocyclic amides and carboxylic esters thereof - Google Patents
Improvements in or relating to heterocyclic amides and carboxylic esters thereofInfo
- Publication number
- GB745036A GB745036A GB36174/53A GB3617453A GB745036A GB 745036 A GB745036 A GB 745036A GB 36174/53 A GB36174/53 A GB 36174/53A GB 3617453 A GB3617453 A GB 3617453A GB 745036 A GB745036 A GB 745036A
- Authority
- GB
- United Kingdom
- Prior art keywords
- anhydroglucamine
- methyl
- carboxylic acid
- amides
- acids
- 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
Links
- -1 heterocyclic amides Chemical class 0.000 title abstract 5
- 150000001733 carboxylic acid esters Chemical class 0.000 title abstract 2
- 150000001408 amides Chemical class 0.000 abstract 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 4
- 229930195729 fatty acid Natural products 0.000 abstract 4
- 239000000194 fatty acid Substances 0.000 abstract 4
- 235000013162 Cocos nucifera Nutrition 0.000 abstract 2
- 244000060011 Cocos nucifera Species 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- 229940049964 oleate Drugs 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical class OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 235000012343 cottonseed oil Nutrition 0.000 abstract 1
- 239000002385 cottonseed oil Substances 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- NKJAFZDLNZQRMZ-UHFFFAOYSA-N hexane-1,1,1,2,2-pentol Chemical compound CCCCC(O)(O)C(O)(O)O NKJAFZDLNZQRMZ-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 229940070765 laurate Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 239000003784 tall oil Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/22—Amides or hydrazides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/32—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
- C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of formula <FORM:0745036/IV(a)/1> wherein R is the residue of an anhydrized hexane pentol or a carboxylic acid ester of such residue, R1 is a monovalent hydrocarbon radical and -CO.R2 is the acyl radical of a carboxylic acid containing 2 to 25 carbon atoms. The unesterified amides are prepared by stirring the appropriate carboxylic acid into a hexityl amine in equimolecular quantities at elevated temperatures followed by heating the resulting mixture at 175-220 DEG C. until two or more mols. of water have been eliminated. The esterified amides are prepared either by employing two or more equivalents of carboxylic acid in the above reaction or by subsequent esterification of the unesterified amides with a carboxylic acid (preferably containing 2-25 carbon atoms) or a halide, anhydride or ester thereof. Hexityl amine starting materials include N-alkyl, N-alkenyl, N-cycloalkyl and N-aryl glucamines and fructamines. Acylating acids include fatty and hydroxy fatty acids; aromatic carboxylic acids; phenoxy-, chlorophenoxy- and chloro-acetic acids. The examples describe the preparation of N-erucoyl and N-stearoyl N-methyl anhydroglucamine; N-hydroxyacetyl and N-propionyl N-methyl anhydroglucamine and coconut fatty acid esters thereof; N-oleoyl N-methyl anhydroglucamine and the mono-oleate thereof; N-lauroyl N-methyl anhydroglucamine and the mono-oleate and mono-laurate thereof; a tall oil amide of N-methyl anhydroglucamine and an acetate thereof; a coconut fatty acid amide of N-methyl anhydroglucamine and a cottonseed oil fatty acid amide of N-ethyl anhydroglucamine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US745036XA | 1953-01-06 | 1953-01-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB745036A true GB745036A (en) | 1956-02-15 |
Family
ID=22119905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB36174/53A Expired GB745036A (en) | 1953-01-06 | 1953-12-30 | Improvements in or relating to heterocyclic amides and carboxylic esters thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB745036A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3447917A (en) * | 1965-10-08 | 1969-06-03 | Eastman Kodak Co | Sludging inhibited hydrocarbon fuel |
| US5174927A (en) * | 1990-09-28 | 1992-12-29 | The Procter & Gamble Company | Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines |
| US5254281A (en) * | 1991-01-29 | 1993-10-19 | The Procter & Gamble Company | Soap bars with polyhydroxy fatty acid amides |
| FR2700267A1 (en) * | 1993-01-13 | 1994-07-13 | Oreal | Use of derivs. of N-acyl amino deoxy alditol |
| US5332528A (en) * | 1990-09-28 | 1994-07-26 | The Procter & Gamble Company | Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions |
| WO1995005151A1 (en) * | 1993-08-12 | 1995-02-23 | Henkel Kommanditgesellschaft Auf Aktien | Skin-care agents |
| WO1995005152A1 (en) * | 1993-08-12 | 1995-02-23 | Henkel Kommanditgesellschaft Auf Aktien | Skin-care agents |
| US5454982A (en) * | 1990-09-28 | 1995-10-03 | The Procter & Gamble Company | Detergent composition containing polyhydroxy fatty acid amide and alkyl ester sulfonate surfactants |
| US5700771A (en) * | 1990-09-28 | 1997-12-23 | The Procter & Gamble Company | Polyhydroxy fatty acid amide surfactants in percarbonate bleach-containing compositions |
-
1953
- 1953-12-30 GB GB36174/53A patent/GB745036A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3447917A (en) * | 1965-10-08 | 1969-06-03 | Eastman Kodak Co | Sludging inhibited hydrocarbon fuel |
| US5174927A (en) * | 1990-09-28 | 1992-12-29 | The Procter & Gamble Company | Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines |
| US5332528A (en) * | 1990-09-28 | 1994-07-26 | The Procter & Gamble Company | Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions |
| US5454982A (en) * | 1990-09-28 | 1995-10-03 | The Procter & Gamble Company | Detergent composition containing polyhydroxy fatty acid amide and alkyl ester sulfonate surfactants |
| US5700771A (en) * | 1990-09-28 | 1997-12-23 | The Procter & Gamble Company | Polyhydroxy fatty acid amide surfactants in percarbonate bleach-containing compositions |
| US5254281A (en) * | 1991-01-29 | 1993-10-19 | The Procter & Gamble Company | Soap bars with polyhydroxy fatty acid amides |
| FR2700267A1 (en) * | 1993-01-13 | 1994-07-13 | Oreal | Use of derivs. of N-acyl amino deoxy alditol |
| WO1995005151A1 (en) * | 1993-08-12 | 1995-02-23 | Henkel Kommanditgesellschaft Auf Aktien | Skin-care agents |
| WO1995005152A1 (en) * | 1993-08-12 | 1995-02-23 | Henkel Kommanditgesellschaft Auf Aktien | Skin-care agents |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB745036A (en) | Improvements in or relating to heterocyclic amides and carboxylic esters thereof | |
| NO149733B (en) | ANALOGY PROCEDURE FOR THE PREPARATION OF NEW, THERAPEUTICALLY ACTIVE ACYLD DERIVATIVES OF CARNITIN | |
| GB1000900A (en) | Novel nªÏ-acylated ª,ªÏ-diamino carboxylic acids and esters thereof and the preparation of same | |
| GB2008111A (en) | A process for the production of gamma -Chlorocarboxylic Acid Esters | |
| GB977213A (en) | Improvements in or relating to a process for the preparation of alpha-chloro beta-oxo fatty acid amides | |
| GB1123929A (en) | Unsaturated sulphonic acid betaines and a process for their production | |
| US2993062A (en) | Carboxamides of nu-pentachlorophenylethylenediamine | |
| GB816053A (en) | Improvements in the synthesis of caffeic esters of quinic acid and quinide | |
| US2552814A (en) | Cyanoesters | |
| ES321802A1 (en) | Substituted 1,2,3,6-tetrahydro-4-pyridine acetic acid amides | |
| GB1032872A (en) | Aryloxy acetic acid amides and processes for their production | |
| US2519462A (en) | Pantothenic acid intermediates and process for their production | |
| US2904551A (en) | Chemical compounds and processes of preparing the same | |
| US3112309A (en) | Acids | |
| GB966265A (en) | Tropinium compounds | |
| ES262352A1 (en) | 4-oxo-tetrahydronaphthalene-1-carboxylic acid amides | |
| GB755848A (en) | Improvements in or relating to thermally stable bituminous bonding compositions | |
| US2650234A (en) | Phthalide compounds and methods for their preparation | |
| GB936477A (en) | Improvements in or relating to substituted succinimides | |
| GB970789A (en) | Process of esterification | |
| GB883733A (en) | Process for the preparation of fatty acid bis (hydroxy-alkyl) amides | |
| GB961697A (en) | Improvements in or relating to furostene derivatives and the intermediates thereof and processes for making them | |
| GB582254A (en) | Quinoline substituted dihydropyridines | |
| GB691808A (en) | Esterification process | |
| GB1179261A (en) | Amides of Aliphatic Carboxylic Acids their Production and Use |