GB694162A - N-pyridoxyl substituted amines and preparation thereof - Google Patents

N-pyridoxyl substituted amines and preparation thereof

Info

Publication number
GB694162A
GB694162A GB29744/48A GB2974448A GB694162A GB 694162 A GB694162 A GB 694162A GB 29744/48 A GB29744/48 A GB 29744/48A GB 2974448 A GB2974448 A GB 2974448A GB 694162 A GB694162 A GB 694162A
Authority
GB
United Kingdom
Prior art keywords
histamine
pyridoxyl
pyridoxal
formula
amines
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
GB29744/48A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB694162A publication Critical patent/GB694162A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C44/00—Shaping by internal pressure generated in the material, e.g. swelling or foaming ; Producing porous or cellular expanded plastics articles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Abstract

N-Pyridoxyl-amines are prepared by reacting pyridoxal with a primary amine to form a Schiff base which is then hydrogenated in the presence of a hydrogenation catalyst, e.g. a platinum metal catalyst, to form the required amine which may be of the formula <FORM:0694162/IV (b)/1> wherein R represents an alkyl, aryl, aralkyl or heterocyclic radical. The hydrochloric acid salts of the above amines may be prepared by the usual method. The above reaction may be carried out in an anhydrous aliphatic alcohol containing less than 10 carbon atoms, e.g. methyl or ethyl alcohol. Suitable amines which may be used are tryamine, b -phenylethylamine, pyridoxamine, histamine, tryptamine, benzylamine, isobutylamine and aniline. When aqueous alcohol is used for the reaction between histamine and pyridoxal, a cyclic pyridoxyl histamine of the formula <FORM:0694162/IV (b)/2> is obtained as distinct from N-pyridoxyl histamine of the formula <FORM:0694162/IV (b)/3> which is obtained when using absolute alcohol as the reaction medium. In the examples the specific amines referred to above are reacted with pyridoxal in an absolute alcohol to form the corresponding Schiff's base which is then reduced with hydrogen to form the N-pyridoxylamine, and histamine is reacted with pyridoxal in aqueous ethyl alcohol to form the cyclic pyridoxyl histamine of the formula given above.
GB29744/48A 1947-12-18 1948-11-16 N-pyridoxyl substituted amines and preparation thereof Expired GB694162A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US694162XA 1947-12-18 1947-12-18

Publications (1)

Publication Number Publication Date
GB694162A true GB694162A (en) 1953-07-15

Family

ID=22088835

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29744/48A Expired GB694162A (en) 1947-12-18 1948-11-16 N-pyridoxyl substituted amines and preparation thereof

Country Status (2)

Country Link
FR (1) FR1014035A (en)
GB (1) GB694162A (en)

Also Published As

Publication number Publication date
FR1014035A (en) 1952-08-07

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