GB806935A - Process of reacting carbohydrates and polyhydric alcohols derived therefrom with various reagents - Google Patents

Process of reacting carbohydrates and polyhydric alcohols derived therefrom with various reagents

Info

Publication number
GB806935A
GB806935A GB2417556A GB2417556A GB806935A GB 806935 A GB806935 A GB 806935A GB 2417556 A GB2417556 A GB 2417556A GB 2417556 A GB2417556 A GB 2417556A GB 806935 A GB806935 A GB 806935A
Authority
GB
United Kingdom
Prior art keywords
pyrrolidone
sucrose
reacted
methyl
give
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
GB2417556A
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.)
Fairweather Harold G C
Original Assignee
Fairweather Harold G C
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 Fairweather Harold G C filed Critical Fairweather Harold G C
Priority to GB2417556A priority Critical patent/GB806935A/en
Publication of GB806935A publication Critical patent/GB806935A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C07H13/06—Fatty acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

At least one hydroxy group of a carbohydrate or polyhydric alcohol derived therefrom is reacted with a reagent reactive with said hydroxy group in an inert solvent selected from 2-pyrrolidone and N-methyl-2-pyrrolidone (for numerous specified reagents see Group IV (b)). In examples: (2) octastearyl sucrose is used together with dioctyl phthalate to plasticise polyvinyl chloride; (5) sucrose is reacted with maleic anhydride in N-methyl-2-pyrrolidone to give a high molecular weight compound of probable formula <FORM:0806935/IV (a)/1> which may be further reacted through the double bond with polymerizable vinyl compounds such as styrene; (8) sucrose is reacted with 1,4-dichloro-2-butyne in 2-pyrrolidone to give a product of general formula <FORM:0806935/IV (a)/2> which may be further reacted with polyamines through the unsaturated bond; (14) inulin is reacted with maleic anhydride in N-methyl-2-pyrolidone to give a high molecular weight compound of probable formula <FORM:0806935/IV (a)/3>ALSO:At least one hydroxy group of a carbohydrate or polyhydric alcohol derived therefrom is reacted with a reagent reactive with said hydroxy group in an inert solvent selected from 2-pyrrolidone and N-methyl-2-pyrrolidone. The method may be used for esterifying the hydroxy compound with organic or inorganic acids (many specified), acid anhydrides or acid halides or by alcoholysis; nitrous anhydride gives nitrous esters; phosphorus oxychloride gives phosphates; zinc chloramine gives amines. The action of phosphorus tri- or penta-halides gives halo-derivatives from which may be obtained: nitriles by reaction with KCN; thio alcohols by reaction with KSH; phosphates by reaction with silver phosphate and amines by reaction with ammonia. Reaction with an alkali metal such as Na, K or Li gives carbohydralates or alcoholates which may be recovered by evaporation or precipitation with dioxan; these metal derivatives may be reacted with halides, including those prepared by the process of the invention, to give ethers. Numerous mono-, di-, tri- and poly-saccharides and carbohydrate alcohols are mentioned as suitable. In examples: (1) and (10) sodium sucrosate and sodium glucosate respectively are prepared by reacting the sugar with sodium metal dissolved in N-methyl-2-pyrrolidone; (2) and (6) octastearyl sucrose, (3) tetrastearyl sucrose, (11) octastearyl rhamnose, and (12) tetrastearyl threose are prepared by the action of stearyl chloride on the sugar in solution in one or other pyrrolidone; (4) sucrose and (13) raffinose are reacted with acetic anhydride in N-methyl-2-pyrrolidone to give, probably, sucrose and raffinose tetra-acetates; (7) a partially chlorinated sucrose is prepared by the action of sulphuryl chloride on sucrose in N-methyl-2-pyrrolidone; (9) alcoholysis is effected between sucrose and cottonseed oil in the presence of sodium methylate in N-methyl-2-pyrrolidone.
GB2417556A 1956-08-07 1956-08-07 Process of reacting carbohydrates and polyhydric alcohols derived therefrom with various reagents Expired GB806935A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2417556A GB806935A (en) 1956-08-07 1956-08-07 Process of reacting carbohydrates and polyhydric alcohols derived therefrom with various reagents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2417556A GB806935A (en) 1956-08-07 1956-08-07 Process of reacting carbohydrates and polyhydric alcohols derived therefrom with various reagents

Publications (1)

Publication Number Publication Date
GB806935A true GB806935A (en) 1959-01-07

Family

ID=10207592

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2417556A Expired GB806935A (en) 1956-08-07 1956-08-07 Process of reacting carbohydrates and polyhydric alcohols derived therefrom with various reagents

Country Status (1)

Country Link
GB (1) GB806935A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3087970A (en) * 1959-10-19 1963-04-30 Allied Chem Synthesis of propargyl alcohol from formaldehyde and acetylene
US3495998A (en) * 1967-12-27 1970-02-17 Velsicol Chemical Corp Resinous compositions
WO2008141765A1 (en) 2007-05-18 2008-11-27 Raffinerie Notre Dame - Orafti S.A. Method for providing fragrance to a substrate; fragrance-containing substrate
US7989546B2 (en) 2007-03-07 2011-08-02 Beneo-Orafti S.A. Natural rubber latex preservation
WO2015143169A1 (en) * 2014-03-20 2015-09-24 The University Of Akron Novel materials derived from fermentation-produced rhamnolipids

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3087970A (en) * 1959-10-19 1963-04-30 Allied Chem Synthesis of propargyl alcohol from formaldehyde and acetylene
US3495998A (en) * 1967-12-27 1970-02-17 Velsicol Chemical Corp Resinous compositions
US7989546B2 (en) 2007-03-07 2011-08-02 Beneo-Orafti S.A. Natural rubber latex preservation
WO2008141765A1 (en) 2007-05-18 2008-11-27 Raffinerie Notre Dame - Orafti S.A. Method for providing fragrance to a substrate; fragrance-containing substrate
US8496994B2 (en) 2007-05-18 2013-07-30 Raffinerie Notre Dame-Orafti S.A. Method for providing fragrance to a substrate; fragrance-containing substrate
WO2015143169A1 (en) * 2014-03-20 2015-09-24 The University Of Akron Novel materials derived from fermentation-produced rhamnolipids
US10344304B2 (en) 2014-03-20 2019-07-09 The University Of Akron Materials derived from fermentation-produced rhamnolipids and methods of production

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