GB655771A - Improvements in or relating to the preparation of substituted pterins - Google Patents

Improvements in or relating to the preparation of substituted pterins

Info

Publication number
GB655771A
GB655771A GB12491/48A GB1249148A GB655771A GB 655771 A GB655771 A GB 655771A GB 12491/48 A GB12491/48 A GB 12491/48A GB 1249148 A GB1249148 A GB 1249148A GB 655771 A GB655771 A GB 655771A
Authority
GB
United Kingdom
Prior art keywords
acid
substituted
chloro
amide
acetoxyacetone
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
GB12491/48A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid 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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB655771A publication Critical patent/GB655771A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D475/00—Heterocyclic compounds containing pteridine ring systems
    • C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
    • C07D475/08—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4 with a nitrogen atom directly attached in position 2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Substituted pteridines having in one tautomeric form the general formula <FORM:0655771/IV (b)/1> wherein R is a substituted amino group, are prepared by admixing: (i) 2,4,5-triamino-6-hydroxypyrimidine, a tautomer thereof or a salt thereof; (ii) an amide of para-aminobenzoic acid or a salt or ester of an amino acid amide thereof; (iii) a compound of the formula <FORM:0655771/IV (b)/2> wherein X is hydrogen or halogen at least one being halogen and R1 is an acyl radical. The reaction may be carried out at a temperature in the range of about 0 DEG to 60 DEG C., and/or within a pH range of about 1 to 5. Reactant (iii) may be a substituted acetoxy, propionoxy or butyroxy acetone, e.g. 1,1-dichloro-, 1,3-dichloro-, 1,1-dibromo-, 1,3-dibromo-, 1-chloro-1-bromo-and 1-bromo-3-chloro-3-acetoxyacetone. The amino acid amide may be derived from glutamic or aspartic acid, glycine, alanine, isovaline or cysteine. In the example, pteroylglutamic acid is prepared by brominating 1-chloro-3-acetoxyacetone with bromine in glacial acetic acid in the presence of ultra-violet lamp radiation, and the brominated product is reacted with 2,4,5-triamino - 6 - hydroxypyrimidine sulphate and para-aminobenzoyl-glutamic acid.
GB12491/48A 1947-05-29 1948-05-06 Improvements in or relating to the preparation of substituted pterins Expired GB655771A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US655771XA 1947-05-29 1947-05-29

Publications (1)

Publication Number Publication Date
GB655771A true GB655771A (en) 1951-08-01

Family

ID=22063671

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12491/48A Expired GB655771A (en) 1947-05-29 1948-05-06 Improvements in or relating to the preparation of substituted pterins

Country Status (1)

Country Link
GB (1) GB655771A (en)

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