GB771423A - Improvements in alkyl-n-sorbitylalkanamides - Google Patents

Improvements in alkyl-n-sorbitylalkanamides

Info

Publication number
GB771423A
GB771423A GB21832/55A GB2183255A GB771423A GB 771423 A GB771423 A GB 771423A GB 21832/55 A GB21832/55 A GB 21832/55A GB 2183255 A GB2183255 A GB 2183255A GB 771423 A GB771423 A GB 771423A
Authority
GB
United Kingdom
Prior art keywords
alkyl
tert
methyl
sorbityl
tetradecyl
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
Application number
GB21832/55A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB771423A publication Critical patent/GB771423A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises N-alkyl N-sorbityl amides of the formula: <FORM:0771423/IV(b)/1> wherein X is a hydrogen atom or a methyl group and R is an alkyl group of 1 to 20, preferably 1 to 18, carbon atoms, and their preparation by reacting an N-alkyl glucamine with a lower alkyl formate or acetate wherein the alkyl group contains from 1 to 4 carbon atoms, preferably at a temperature between 30 DEG C. and the reflux temperature of the reaction mixture. The products are used as surface-active agents and in some cases, e.g. N - methyl - N - sorbitylformamide, as therapeutic substances. Examples describe the reaction of alkyl formates and alkyl acetates with the appropriate N-alkyl glucamines to produce N-alkyl-N-sorbityl formamides and acetamides wherein the alkyl groups are chosen from methyl, butyl, octyl, isodecyl, dodecyl, tert.-tridecyl, tetradecyl, tert.-tetradecyl, hexadecyl, octadecyl, eicosyl and tert.-eicosyl groups.
GB21832/55A 1954-08-19 1955-07-28 Improvements in alkyl-n-sorbitylalkanamides Expired GB771423A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US771423XA 1954-08-19 1954-08-19

Publications (1)

Publication Number Publication Date
GB771423A true GB771423A (en) 1957-04-03

Family

ID=22136316

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21832/55A Expired GB771423A (en) 1954-08-19 1955-07-28 Improvements in alkyl-n-sorbitylalkanamides

Country Status (1)

Country Link
GB (1) GB771423A (en)

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1983004412A1 (en) * 1982-06-11 1983-12-22 National Research Development Corporation Amphipathic compounds
EP0220676A1 (en) * 1985-10-29 1987-05-06 Süddeutsche Zucker-Aktiengesellschaft Fatty-acid amides of aminopolyols as non-ionogenic tensides
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
US5194639A (en) * 1990-09-28 1993-03-16 The Procter & Gamble Company Preparation of polyhydroxy fatty acid amides in the presence of solvents
US5254281A (en) * 1991-01-29 1993-10-19 The Procter & Gamble Company Soap bars with polyhydroxy fatty acid amides
US5332528A (en) * 1990-09-28 1994-07-26 The Procter & Gamble Company Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions
US5338487A (en) * 1990-09-28 1994-08-16 The Procter & Gamble Company Catalyzed process for glucamide detergents
US5338486A (en) * 1990-09-28 1994-08-16 The Procter & Gamble Company High catalyst process for glucamide detergents
US5354425A (en) * 1993-12-13 1994-10-11 The Procter & Gamble Company Tissue paper treated with polyhydroxy fatty acid amide softener systems that are biodegradable
US5380891A (en) * 1990-09-28 1995-01-10 The Procter & Gamble Company Phase transfer assisted process for glucamide detergents
US5449770A (en) * 1992-01-14 1995-09-12 The Procter & Gamble Company Process for making N-alkylamino polyols
US5454982A (en) * 1990-09-28 1995-10-03 The Procter & Gamble Company Detergent composition containing polyhydroxy fatty acid amide and alkyl ester sulfonate surfactants
US5625098A (en) * 1991-07-26 1997-04-29 The Procter & Gamble Company Process for preparing N-alkyl polyhydroxyalkyl amines in aqueous/hydroxy solvents
US5700771A (en) * 1990-09-28 1997-12-23 The Procter & Gamble Company Polyhydroxy fatty acid amide surfactants in percarbonate bleach-containing compositions
US5723673A (en) * 1995-06-07 1998-03-03 The Procter & Gamble Company Process for preparing amides of N-alkyl polyhydroxyalkyls
US5777165A (en) * 1995-06-07 1998-07-07 The Procter & Gamble Company Process for preparing amides of N-alkyl polyhydroxyalkyl amines
PL422564A1 (en) * 2017-08-17 2019-02-25 Zachodniopomorski Uniwersytet Technologiczny W Szczecinie Method for obtaining surface active compounds from the group of N-alkanoyl-N-methylglucamines

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1983004412A1 (en) * 1982-06-11 1983-12-22 National Research Development Corporation Amphipathic compounds
EP0220676A1 (en) * 1985-10-29 1987-05-06 Süddeutsche Zucker-Aktiengesellschaft Fatty-acid amides of aminopolyols as non-ionogenic tensides
US5454982A (en) * 1990-09-28 1995-10-03 The Procter & Gamble Company Detergent composition containing polyhydroxy fatty acid amide and alkyl ester sulfonate surfactants
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
US5194639A (en) * 1990-09-28 1993-03-16 The Procter & Gamble Company Preparation of polyhydroxy fatty acid amides in the presence of solvents
US5332528A (en) * 1990-09-28 1994-07-26 The Procter & Gamble Company Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions
US5338487A (en) * 1990-09-28 1994-08-16 The Procter & Gamble Company Catalyzed process for glucamide detergents
US5338486A (en) * 1990-09-28 1994-08-16 The Procter & Gamble Company High catalyst process for glucamide detergents
US5700771A (en) * 1990-09-28 1997-12-23 The Procter & Gamble Company Polyhydroxy fatty acid amide surfactants in percarbonate bleach-containing compositions
US5380891A (en) * 1990-09-28 1995-01-10 The Procter & Gamble Company Phase transfer assisted process for glucamide detergents
US5254281A (en) * 1991-01-29 1993-10-19 The Procter & Gamble Company Soap bars with polyhydroxy fatty acid amides
US5625098A (en) * 1991-07-26 1997-04-29 The Procter & Gamble Company Process for preparing N-alkyl polyhydroxyalkyl amines in aqueous/hydroxy solvents
US5449770A (en) * 1992-01-14 1995-09-12 The Procter & Gamble Company Process for making N-alkylamino polyols
US5354425A (en) * 1993-12-13 1994-10-11 The Procter & Gamble Company Tissue paper treated with polyhydroxy fatty acid amide softener systems that are biodegradable
US5723673A (en) * 1995-06-07 1998-03-03 The Procter & Gamble Company Process for preparing amides of N-alkyl polyhydroxyalkyls
US5777165A (en) * 1995-06-07 1998-07-07 The Procter & Gamble Company Process for preparing amides of N-alkyl polyhydroxyalkyl amines
PL422564A1 (en) * 2017-08-17 2019-02-25 Zachodniopomorski Uniwersytet Technologiczny W Szczecinie Method for obtaining surface active compounds from the group of N-alkanoyl-N-methylglucamines

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