GB1087335A - Aminomethyl tetrahydropyranyl derivatives - Google Patents

Aminomethyl tetrahydropyranyl derivatives

Info

Publication number
GB1087335A
GB1087335A GB517365A GB517365A GB1087335A GB 1087335 A GB1087335 A GB 1087335A GB 517365 A GB517365 A GB 517365A GB 517365 A GB517365 A GB 517365A GB 1087335 A GB1087335 A GB 1087335A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
radicals
alkyl
active hydrogen
dimethylaminomethyl
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
GB517365A
Inventor
Edward George Gazzard
James Nairn Greenshields
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB517365A priority Critical patent/GB1087335A/en
Priority to NL6601435A priority patent/NL6601435A/xx
Publication of GB1087335A publication Critical patent/GB1087335A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/40—Polyamides containing oxygen in the form of ether groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50—Amines
    • C08G59/5046—Amines heterocyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/91—Polymers modified by chemical after-treatment
    • C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
    • C08G8/28—Chemically modified polycondensates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises 2-aminomethyltetrahydropyran-6-yl derivatives of the general formula <FORM:1087335/C3/1> where R1 and R2 represent hydrogen, hydrocarbon radicals, acyl radicals or radicals of the formula -CH2OR, wherein R represents hydrogen or C1- 4 alkyl, or R1 and R2 taken togethe form an alkylene or substituted alkylene group forming a 5- or 6-membered ring with the nitrogen atom, R1 and R4 are hydrogen, halogen or C1- 4 alkyl, R5 represents the residue of an active hydrogen-containing compound R5(H)n containing at least n active hydrogen atoms and n represents an integer. They may be obtained by reacting a 3,4-dihydro-3-4-pyran compound of the formula <FORM:1087335/C3/2> with an active hydrogen-containing compound in the presence of an acidic catalyst and optionally in the presence of an inert solvent. The residue R5 may be derived from a hydroxy group-containing polyether, e.g. a polyether of the general formula <FORM:1087335/C3/3> where A and B are hydrogen or methyl, x is an integer, preferably of at least 2, y is an integer, preferably 1 to 8, and R6 represents alkyl or aryl, or hydrogen when y=1, and the number of polyalkylene oxy radicals is preferably such that the molecular weight of the hydroxyl compound is from 200 to 6000. The examples, of which there are many, include compounds in which the residue R5 is derived from (i) an hydroxyl ended polymer of an alkylene oxide, (ii) the polymerization product of an alkylene oxide with a monohydric alcohol or phenol, a polyol or a mono- or di-carboxylic acid, (iii) a phenol-formaldehyde reaction product, (iv) an oxypropylated resole, and (v) a hydroxyl-ended polyethylene adipate.ALSO:The invention comprises 2-aminomethyl-tetrahydropyran-6-yl derivatives of the general formula <FORM:1087335/C2/1> where R1 and R2 represent hydrogen, hydrocarbon radicals, acyl radicals or radicals of the formula -CH2OR, wherein R represents hydrogen or C1- 4 alkyl, or R1 and R2 taken togethe form an alkylene or substituted alkylene group forming a 5- or 6-membered ring with the nitrogen atom, R3 and R4 are hydrogen, halogen or C1- 4 alkyl, R5 represents the residue of an active hydrogen-containing compound R5(H)n containing at least n active hydrogen atoms and n represents an integer. They may be obtained by reacting a 3,4-dihydro-2H-pyran compound of the general formula <FORM:1087335/C2/2> with an active hydrogen-containing compound in the presence of an acidic catalyst and optionally in the presence of an inert solvent. The compounds exemplified include 2-N,N-dimethylaminomethyl - 6 - ethoxytetrahydropyran, 2 - aminomethyl - 6 - ethoxytetrahydropyran, 2 - N,N - dimethylaminomethyl - 3,4 - dihydro - 2H - pyran, 2 - N,N - dimethylaminomethyl - 6 - (carbethoxymethylthio) tetrahydropyran, 2 - N,N - dimethylaminomethyl-6 - (21,H1 - dichlorophenoxy) tetrahydropyran and compounds of the formulae <FORM:1087335/C2/3> <FORM:1087335/C2/4> <FORM:1087335/C2/5> <FORM:1087335/C2/6> <FORM:1087335/C2/7>
GB517365A 1965-02-05 1965-02-05 Aminomethyl tetrahydropyranyl derivatives Expired GB1087335A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB517365A GB1087335A (en) 1965-02-05 1965-02-05 Aminomethyl tetrahydropyranyl derivatives
NL6601435A NL6601435A (en) 1965-02-05 1966-02-04

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB517365A GB1087335A (en) 1965-02-05 1965-02-05 Aminomethyl tetrahydropyranyl derivatives
GB517366 1966-01-26

Publications (1)

Publication Number Publication Date
GB1087335A true GB1087335A (en) 1967-10-18

Family

ID=26239704

Family Applications (1)

Application Number Title Priority Date Filing Date
GB517365A Expired GB1087335A (en) 1965-02-05 1965-02-05 Aminomethyl tetrahydropyranyl derivatives

Country Status (2)

Country Link
GB (1) GB1087335A (en)
NL (1) NL6601435A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE710778A (en) * 1967-02-16 1968-06-17

Also Published As

Publication number Publication date
NL6601435A (en) 1966-08-08

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