GB854011A - New pyrimidines - Google Patents

New pyrimidines

Info

Publication number
GB854011A
GB854011A GB2902758A GB2902758A GB854011A GB 854011 A GB854011 A GB 854011A GB 2902758 A GB2902758 A GB 2902758A GB 2902758 A GB2902758 A GB 2902758A GB 854011 A GB854011 A GB 854011A
Authority
GB
United Kingdom
Prior art keywords
halogen
optionally substituted
compounds
hydrogen
amino
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
GB2902758A
Inventor
Bernard William Langley
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 GB2902758A priority Critical patent/GB854011A/en
Publication of GB854011A publication Critical patent/GB854011A/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
    • C07D239/48—Two nitrogen atoms
    • 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
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/20—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a pyrimidine ring
    • C09B62/24—Azo dyes
    • C09B62/245—Monoazo dyes

Abstract

The invention comprises compounds of the formula : <FORM:0854011/IV(b)/1> where R is hydrogen, halogen, alkyl, or amino (which may be substituted by alkyl or aryl radicals); R1 is a group PhNH.NH- or PhN:N-where Ph is a phenyl radical which may be substituted; and X is a halogen. The compounds in which R1 is phenylhydrazo may be prepared by reacting a compound <FORM:0854011/IV(b)/2> or a salt thereof with a phenylhydrazine PhNH. NH2; and those in which R1 is phenylazo by oxidation of the corresponding phenylhydrazo compound or a salt thereof, e.g. by air or oxygen in the presence of an alkali, or by lead tetraacetate, CrO3, NaNO2, FeCl3, HgO, nitrosobenzene, or a halogen. 2-Anilino-4 : 6-dichloropyrimidine is prepared by reacting phenylguanidine carbonate with diethyl malonate and sodium methoxide solution, and converting the resulting 2-anilino-4 : 6-dihydroxypyrimidine to the dichloro compound with POCl3. According to the Provisional Specification, the compounds have the formula : <FORM:0854011/IV(b)/3> where R is hydrogen, alkoxy, alkylthio, amino, substituted amino, hydroxy, halogen, or a hydrocarbon radical (optionally substituted); R1 is a group ArNH.NH- or Ar N:N- where Ar is an aryl radical, optionally substituted; R2 is hydrogen, a hydrocarbon radical (optionally substituted), halogen, or nitro; and X is halogen. The Provisional Specification contains no examples additional to those in the Complete Specification.ALSO:The invention comprises compounds of the formula: <FORM:0854011/IV (c)/1> where R is hydrogen, halogen, alkyl, or amino (which may be substituted by alkyl or aryl radicals); R1 is a group PhN : N- where Ph is a phenyl radical, optionally substituted; and X is a halogen atom. These compounds may be prepared by oxidation of the corresponding phenylhydrazo compounds or their salts, e.g. by oxygen or air in the presence of an alkali, or by lead tetra-acetate, CrO3, NaNO2, FeCl3, HgO, nitrosobenzene, or a halogen; diluents may be present, such as water, ethanol, acetone or acetic acid. According to the Provisional Specification, the compounds have the formula: <FORM:0854011/IV (c)/2> where R is hydrogen, alkoxy, alkylthio, amino, substituted amino, hydroxy, halogen, or a hydrocarbon radical (optionally substituted); R1 is a group ArN : N-, where Ar is an aryl radical, optionally substituted; R2 is hydrogen, a hydrocarbon radical (optionally substituted), halogen, or nitro; and X is halogen. The Provisional Specification contains no examples additional to those in the complete Specification.
GB2902758A 1958-09-10 1958-09-10 New pyrimidines Expired GB854011A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2902758A GB854011A (en) 1958-09-10 1958-09-10 New pyrimidines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2902758A GB854011A (en) 1958-09-10 1958-09-10 New pyrimidines

Publications (1)

Publication Number Publication Date
GB854011A true GB854011A (en) 1960-11-16

Family

ID=10285063

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2902758A Expired GB854011A (en) 1958-09-10 1958-09-10 New pyrimidines

Country Status (1)

Country Link
GB (1) GB854011A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001019801A1 (en) * 1999-09-16 2001-03-22 Rimma Iliinichna Ashkinazi Bioactive substance containing derivatives of 2-amino-6-aryloxypyrimidines and intermediary products of synthesis thereof
US7276510B2 (en) * 2000-05-08 2007-10-02 Janssen Pharmaceutica, Inc. HIV replication inhibitors
CN103435555A (en) * 2013-08-27 2013-12-11 贵州威顿晶磷电子材料有限公司 Preparation method of 4-chloro-5-methylpyrimidine

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001019801A1 (en) * 1999-09-16 2001-03-22 Rimma Iliinichna Ashkinazi Bioactive substance containing derivatives of 2-amino-6-aryloxypyrimidines and intermediary products of synthesis thereof
US7276510B2 (en) * 2000-05-08 2007-10-02 Janssen Pharmaceutica, Inc. HIV replication inhibitors
CN103435555A (en) * 2013-08-27 2013-12-11 贵州威顿晶磷电子材料有限公司 Preparation method of 4-chloro-5-methylpyrimidine
CN103435555B (en) * 2013-08-27 2015-06-24 贵州威顿晶磷电子材料股份有限公司 Preparation method of 4-chloro-5-methylpyrimidine

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