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GB755997A - Improvements in or relating to pyrimidine derivatives - Google Patents

Improvements in or relating to pyrimidine derivatives

Info

Publication number
GB755997A
GB755997A GB11544/54A GB1154454A GB755997A GB 755997 A GB755997 A GB 755997A GB 11544/54 A GB11544/54 A GB 11544/54A GB 1154454 A GB1154454 A GB 1154454A GB 755997 A GB755997 A GB 755997A
Authority
GB
United Kingdom
Prior art keywords
dichlorophenyl
oxo
pentanoate
ethyl
pyrimidine derivatives
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
GB11544/54A
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
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 Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB755997A publication Critical patent/GB755997A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic 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
    • C07D239/28—Heterocyclic 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
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic 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
    • C07D239/28—Heterocyclic 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention comprises pyrimidine derivatives of the formula <FORM:0755997/IV(a)/1> in which R is hydrogen or acyl, and a process for preparing them by the action of guanidine or a salt thereof on ethyl 2-(31 : 41-dichlorophenyl)-3-oxo-pentanoate in presence of oleum having 15-40 (preferably 20) per cent free SO3, to form the corresponding 4-hydroxy compound, and, with or without acylating the NH2, replacing the hydroxy group by chlorine, e.g. with POCl3. In an example, guanidine carbonate reacts with the above pentanoate esters to give 2 - amino - 4 - hydroxy - 5 - (31 : 41 - dichlorophenyl) - 6 - ethylpyrimidine, which may be acetylated with acetic anhydride, converted with POCl3 to the above 4-chloroacetylaminopyrimidine and hydrolysed to the 2-aminocompound. Ethyl 2-(31 : 41-dichlorophenyl) 3-oxo-pentanoate is obtained by the action of ethanol on 2-(31 : 41-dichlorophenyl)-3-oxo-pentanonitrile, obtained from ethyl propionate with 3 : 4 - dichlorobenzylcyanide. Specification 748,358 is referred to.
GB11544/54A 1953-05-21 1954-04-21 Improvements in or relating to pyrimidine derivatives Expired GB755997A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR755997X 1953-05-21

Publications (1)

Publication Number Publication Date
GB755997A true GB755997A (en) 1956-08-29

Family

ID=9165343

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11544/54A Expired GB755997A (en) 1953-05-21 1954-04-21 Improvements in or relating to pyrimidine derivatives

Country Status (1)

Country Link
GB (1) GB755997A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5179101A (en) * 1982-01-14 1993-01-12 Merck Patent Gmbh Anisotropic compounds having nematic phase and liquid crystal mixtures

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5179101A (en) * 1982-01-14 1993-01-12 Merck Patent Gmbh Anisotropic compounds having nematic phase and liquid crystal mixtures

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