GB1284485A - Process for the manufacture of triazolopyrimidine derivatives - Google Patents

Process for the manufacture of triazolopyrimidine derivatives

Info

Publication number
GB1284485A
GB1284485A GB738670A GB738670A GB1284485A GB 1284485 A GB1284485 A GB 1284485A GB 738670 A GB738670 A GB 738670A GB 738670 A GB738670 A GB 738670A GB 1284485 A GB1284485 A GB 1284485A
Authority
GB
United Kingdom
Prior art keywords
radical
stands
carbon atoms
formula
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
GB738670A
Inventor
Michael Dukes
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 GB738670A priority Critical patent/GB1284485A/en
Priority to PL14594771A priority patent/PL81650B1/pl
Priority to CA104,198A priority patent/CA955255A/en
Priority to SU1619886A priority patent/SU367604A3/ru
Priority to HUIE000431 priority patent/HU163720B/hu
Priority to CH221371A priority patent/CH544765A/en
Priority to ES388311A priority patent/ES388311A1/en
Priority to AT132471A priority patent/AT303726B/en
Publication of GB1284485A publication Critical patent/GB1284485A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

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

Abstract

1284485 Triazolopyrimidines IMPERIAL CHEMICAL INDUSTRIES Ltd 19 April 1971 [16 Feb 1970] 7386/70 Heading C2C Compounds of formula wherein R<SP>1</SP> stands for an amino radical, an amino radical bearing one or two acyl radicals of the formula R<SP>4</SP>.CO-, wherein R<SP>4</SP> stands for an alkyl or alkoxy radical of 1-4 carbon atoms, or a phenyl or halophenyl radical, or R<SP>1</SP> stands for an alkylamino radical of 1-4 carbon atoms or a dialkylamino radical in which each alkyl radical is of 1-4 carbon atoms; R<SP>2</SP> stands for an alkyl radical of 1-4 carbon atoms, a cyclopentyl radical, or an alkenyl radical of 3-4 carbon atoms; R<SP>3</SP> stands for hydrogen or for an alkyl radical of 1-4 carbon atoms; one of X and Y stands for an oxo radical, and the other of X and Y stands for hydrogen or a methyl radical, and, when X stands for an oxo radical, the nucleus contains a double bond between the carbon atoms in positions 6 and 7, and, when Y stands for an oxo radical, the nucleus contains a double bond between the carbon atoms in positions 5 and 6, are prepared by heating a triazolo-pyrimidine derivative of the Formula II:- wherein R<SP>1</SP> and R<SP>3</SP> have the meanings stated above and one of D and E stands for a radical of the formula R<SP>2</SP>O- and the other of D and E stands for hydrogen or a methyl radical, wherein R<SP>2</SP> has the meaning stated above, at a temperature of from 150‹ to 300‹ C. Intermediates of Formula II above, wherein R<SP>1</SP> is other than NH 2 , are prepared from the corresponding primary amine (R<SP>1</SP> is NH2) by alkylation or acylation, the primary amine itself being prepared by reaction of the appropriate alcohol and a 2-amino-5-chloro-6-R<SP>3</SP>-s-triazolo- [1,5-a]pyrimidine obtained by action of phosphorus oxychloride on the 5-keto compound. The compounds of Formula I are claimed per se in Specification 1,234,635.
GB738670A 1970-02-16 1970-02-16 Process for the manufacture of triazolopyrimidine derivatives Expired GB1284485A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
GB738670A GB1284485A (en) 1970-02-16 1970-02-16 Process for the manufacture of triazolopyrimidine derivatives
PL14594771A PL81650B1 (en) 1970-02-16 1971-02-01
CA104,198A CA955255A (en) 1970-02-16 1971-02-01 Process for the manufacture of triazolo-pyrimidine derivatives
SU1619886A SU367604A3 (en) 1970-02-16 1971-02-10
HUIE000431 HU163720B (en) 1970-02-16 1971-02-16
CH221371A CH544765A (en) 1970-02-16 1971-02-16 Process for the preparation of triazolo-pyrimidine derivatives
ES388311A ES388311A1 (en) 1970-02-16 1971-02-16 Process for the manufacture of triazolopyrimidine derivatives
AT132471A AT303726B (en) 1970-02-16 1971-02-16 Process for the preparation of new triazole-pyrimidine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB738670A GB1284485A (en) 1970-02-16 1970-02-16 Process for the manufacture of triazolopyrimidine derivatives

Publications (1)

Publication Number Publication Date
GB1284485A true GB1284485A (en) 1972-08-09

Family

ID=9832135

Family Applications (1)

Application Number Title Priority Date Filing Date
GB738670A Expired GB1284485A (en) 1970-02-16 1970-02-16 Process for the manufacture of triazolopyrimidine derivatives

Country Status (8)

Country Link
AT (1) AT303726B (en)
CA (1) CA955255A (en)
CH (1) CH544765A (en)
ES (1) ES388311A1 (en)
GB (1) GB1284485A (en)
HU (1) HU163720B (en)
PL (1) PL81650B1 (en)
SU (1) SU367604A3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1985002846A1 (en) * 1983-12-27 1985-07-04 Schering Corporation 4,7-DIMETHYL-2-(4-PYRIDINYL)-1,2,4-TRIAZOLO AD1,5-a BDPYRIMIDIN-5(4H)-ONE

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1985002846A1 (en) * 1983-12-27 1985-07-04 Schering Corporation 4,7-DIMETHYL-2-(4-PYRIDINYL)-1,2,4-TRIAZOLO AD1,5-a BDPYRIMIDIN-5(4H)-ONE
EP0147774A2 (en) * 1983-12-27 1985-07-10 Schering Corporation 4,7-Dimethyl-2-(4-pyridinyl)-1,2,4-triazolo(1,5-a)pyrimidine-5(4H)-one
EP0147774A3 (en) * 1983-12-27 1985-08-07 Schering Corporation 4,7-dimethyl-2-(4-pyridinyl)-1,2,4-triazolo(1,5-a)pyrimidine-5(4h)-one

Also Published As

Publication number Publication date
AT303726B (en) 1972-12-11
ES388311A1 (en) 1973-05-01
HU163720B (en) 1973-10-27
CA955255A (en) 1974-09-24
CH544765A (en) 1973-11-30
PL81650B1 (en) 1975-08-30
SU367604A3 (en) 1973-01-23

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee