GB671927A - Improvements relating to the preparation of 5-substituted 4-aminopyrimidine compounds - Google Patents

Improvements relating to the preparation of 5-substituted 4-aminopyrimidine compounds

Info

Publication number
GB671927A
GB671927A GB2415448A GB2415448A GB671927A GB 671927 A GB671927 A GB 671927A GB 2415448 A GB2415448 A GB 2415448A GB 2415448 A GB2415448 A GB 2415448A GB 671927 A GB671927 A GB 671927A
Authority
GB
United Kingdom
Prior art keywords
thiol
aryl
methyl
aralkyl group
alkyl
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
GB2415448A
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.)
SmithKline Beecham Corp
Original Assignee
Glaxo Wellcome Inc
Burroughs Wellcome Co USA
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 Glaxo Wellcome Inc, Burroughs Wellcome Co USA filed Critical Glaxo Wellcome Inc
Priority to GB2415448A priority Critical patent/GB671927A/en
Publication of GB671927A publication Critical patent/GB671927A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine

Landscapes

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

Abstract

2-Thiol-4-aminopyrimidine compounds of the general formula <FORM:0671927/IV (b)/1> are produced by condensing a substituted 2,4-dithiopyrimidine of the general formula <FORM:0671927/IV (b)/2> with ammonia or a primary amine of the formula H2NR1, where R1 is an alkyl, aryl or aralkyl group, an aryloxy group or an aryl or aralkyl group substituted by chlorine, bromine, or one or more alkyl groups containing not more than 10 carbon atoms, R is a hydrogen atom or an alkyl, aryl, or aralkyl group which contains no more than 8 carbon atoms or R and R1 may together form the arms of a cyclic system, and R1 is hydrogen or an alkyl, aryl or aralkyl group. The dithiopyrimidines employed may be obtained by the process of Specification 589,514. Preferably the amine is in excess. Examples describe the preparation of (1) 2-thiol-5-methyl-4-aminopyrimidine; (2) 2-thiol - 4,6 - diaminoquinazoline; (3) 2 - thiol-5-methyl-4-anilinopyrimidine; (4) 2-thiol-5-methyl-4-n-amylaminopyrimidine; (5) 2-thiol-5-benzyl-4-methylaminopyrimidine; (6) 2-thiol-5-phenoxy-4-aminopyrimidine; (7) 2-thiol-4-aminoquinazoline; (8) 2 - thiol - 5 - methyl - 4 - methylaminopyrimidine. Samples have been furnished under Sect. 2 (5) of (A) 2-thiol-4-amino-5-p-chlorobenzylpyrimidine, (B) 2 - thiol - 4 - amino - 5 - (31,41-dichlorophenyl)-pyrimidine prepared by heating with ammonia 2,4-dithio-5-p-chlorobenzyluracil and 2,4 - dithio - 5 (31,41 - dichlorophenyl) uracil respectively. Specification 671,926 also is referred to.
GB2415448A 1948-09-14 1948-09-14 Improvements relating to the preparation of 5-substituted 4-aminopyrimidine compounds Expired GB671927A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2415448A GB671927A (en) 1948-09-14 1948-09-14 Improvements relating to the preparation of 5-substituted 4-aminopyrimidine compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2415448A GB671927A (en) 1948-09-14 1948-09-14 Improvements relating to the preparation of 5-substituted 4-aminopyrimidine compounds

Publications (1)

Publication Number Publication Date
GB671927A true GB671927A (en) 1952-05-14

Family

ID=10207241

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2415448A Expired GB671927A (en) 1948-09-14 1948-09-14 Improvements relating to the preparation of 5-substituted 4-aminopyrimidine compounds

Country Status (1)

Country Link
GB (1) GB671927A (en)

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