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ES481038A1 - Un procedimiento para la preparacion de 2,4-diamino-5-bencil-pirimidinas - Google Patents

Un procedimiento para la preparacion de 2,4-diamino-5-bencil-pirimidinas

Info

Publication number
ES481038A1
ES481038A1 ES481038A ES481038A ES481038A1 ES 481038 A1 ES481038 A1 ES 481038A1 ES 481038 A ES481038 A ES 481038A ES 481038 A ES481038 A ES 481038A ES 481038 A1 ES481038 A1 ES 481038A1
Authority
ES
Spain
Prior art keywords
so2r
alkyllithium
alkylthio
alkoxy
hydrogen
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
ES481038A
Other languages
English (en)
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of ES481038A1 publication Critical patent/ES481038A1/es
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C07D207/327Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/22Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C329/00Thiocarbonic acids; Halides, esters or anhydrides thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/02Monothiocarbamic acids; Derivatives thereof
    • C07C333/08Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • C07D239/48Two nitrogen atoms
    • 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
    • C07D239/48Two nitrogen atoms
    • C07D239/49Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Un procedimiento para la preparación de 2,4- diamino-5-bencil-pirimidina, de la fórmula general **(Fórmula-01)** en la que R1 representa hidrógeno o alquilo de C1-6'' R2 representa hidrógeno, R3 representa mercapto, alquilitio de C1-6'' carboxi-alquilitio de C1-6'', alcoxilo de C1-6- alquilitio de C1-6'' dimetilcabamoiltio, -S(O)R'' o -SO2R'' y R4 representa alquilitio de C1-6'' -S(O)R'' o - SO2R''; o bien R1 representa hidrógeno, R2 y R4 representa alquilitio de C1-6'' -S(O)R'' o - SO2R'' y R3 representa alcoxilo de C1-6'', mercapto, alquilitio de C1-6'' carboxi-alquilitio de C1-6, dimetilcarbamoiltio, -S(O)R'', - SO2R'' o -NR"R"''; o bien R1 representa hidrógeno, R2 representa alcoxilo de C1-6'' R3 representa mercapto, alquilitio de C1-6'' carboxi-alquilitio de C1-6'' alcoxilo de C1- 6''alquilitio de C1-6'' dimetilcarbamoiltio, -S(o)R'' o -SO2R'' y R4 representa alquilitio de C1-6'' -S(o)R'' o - SO2R''; o bien R1 representa hidrógeno, R2 representa halógeno, R3 representa alquilitio de C1-6'' -S(O)R'' o - SO2R'' y R4 representa alquilitio de C1-6'' -S(O)R'' o - SO2R''; o bien R1 representa hidrógeno, R2 representa halógeno o alcoxilo de C1-6'' R3 representa mercapto, alquilitio de C1-6'' carboxi-alquilitio de C1-6'' carboalcoxi-alquilitio de C1-6'' ciano-alquilitio de C1-6'' alcoxilo de C1- 6-alquilitio de C1-6'' alcoxilo de C1-6'' alquilitio de C1-6'' dimetilcarbamoiltio, -S(O)R'' o - SO2R'' y R4 significa halógeno o alcoxilo de C1-6; R'' representa alquilo de C1-6 y R" y R"'' representan, independientemente uno de otro, hidrógeno o alquilo de C1-6'' o bien, juntos, alquileno de C2-6 (eventualmente con 1 a 3 enlaces dobles), y sus sales compatibles fisiológicamente, caracterizado porque se elimina reductivamente el sustituyente X en un compuesto de la fórmula **(Fórmula-02)** en donde X significa halógeno R1, R2, R3, y R4 tienen el significado antes indicado, y si se desea, se convierte el compuesto obtenido en una sal fisiológicamente compatible.
ES481038A 1977-11-10 1979-05-16 Un procedimiento para la preparacion de 2,4-diamino-5-bencil-pirimidinas Expired ES481038A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
LU78487 1977-11-10
CH977678 1978-09-19

Publications (1)

Publication Number Publication Date
ES481038A1 true ES481038A1 (es) 1980-04-01

Family

ID=25705315

Family Applications (2)

Application Number Title Priority Date Filing Date
ES474921A Expired ES474921A1 (es) 1977-11-10 1978-11-08 Un procedimiento para la preparacion de 2,4-diamino-5-bencil-pirimidinas
ES481038A Expired ES481038A1 (es) 1977-11-10 1979-05-16 Un procedimiento para la preparacion de 2,4-diamino-5-bencil-pirimidinas

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES474921A Expired ES474921A1 (es) 1977-11-10 1978-11-08 Un procedimiento para la preparacion de 2,4-diamino-5-bencil-pirimidinas

Country Status (22)

Country Link
EP (3) EP0032395B1 (es)
JP (1) JPS5476586A (es)
AR (2) AR228423A1 (es)
AT (1) AT359070B (es)
AU (1) AU527943B2 (es)
BR (1) BR7807425A (es)
CA (1) CA1108611A (es)
DE (1) DE2847825A1 (es)
DK (1) DK144418C (es)
ES (2) ES474921A1 (es)
FI (1) FI783368A7 (es)
FR (4) FR2422647A1 (es)
GB (3) GB2086882B (es)
GR (1) GR71725B (es)
IL (1) IL55869A (es)
IT (1) IT1100210B (es)
MC (1) MC1222A1 (es)
NL (1) NL7811170A (es)
NO (1) NO783775L (es)
PH (1) PH15918A (es)
PT (1) PT68773A (es)
SE (1) SE7811593L (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1138146B (it) * 1981-08-11 1986-09-17 Proter Spa Processo per la produzione della 2,4-diammino-(3,5-dimetossi-4-metos sietossi-benzil)-pirimidina
JPS5888368A (ja) * 1981-11-09 1983-05-26 ザ・ウエルカム・フアウンデ−シヨン・リミテツド ベンジルピリミジン誘導体の製造法
DE3304202A1 (de) * 1983-02-08 1984-08-09 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von aromatischen aldehyden
DE3603577A1 (de) * 1986-02-06 1987-08-13 Joachim K Prof Dr Seydel Neue substituierte 2,4-diamino-5-benzylpyrimidine, deren herstellung und deren verwendung als arzneimittel mit antibakterieller wirksamkeit
JPH07509215A (ja) * 1990-11-14 1995-10-12 カイロン コーポレイション ジヒドロ葉酸還元酵素の特異的阻害およびそのための化合物

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2165362A1 (de) * 1970-12-29 1972-07-27 Nisshin Flour Milling Co. Ltd., Tokio .-Verfahren zur Herstellung von Pyrimidinderivaten
NL7200058A (es) * 1971-01-21 1972-07-25
IL38276A (en) * 1971-12-01 1976-09-30 Plantex Ltd Process for the preparation of 2,4-diamino-5-substituted benzylpyrimidines
BE798724A (fr) * 1973-04-26 1973-08-16 En Abrege Socechim Soc Et Chim Nouveaux composes chimiques
DK136470B (da) * 1973-11-08 1977-10-17 Hoffmann La Roche Analogifremgangsmåde til fremstilling af 2,4-diamino-5-benzylpyrimidinderivater eller salte deraf.
CH605828A5 (es) * 1974-12-24 1978-10-13 Hoffmann La Roche
DE2635765C3 (de) * 1976-08-09 1979-02-08 Ludwig Heumann & Co Gmbh, 8500 Nuernberg Verfahren zur Herstellung von 2,4-EMamino-5-(3',4'r5'-trimethoxybenzyl)-pyrimidin

Also Published As

Publication number Publication date
FR2422647B1 (es) 1983-02-04
AR222831A1 (es) 1981-06-30
DK500178A (da) 1979-05-11
AT359070B (de) 1980-10-27
FR2422632A1 (fr) 1979-11-09
FR2422404A1 (fr) 1979-11-09
SE7811593L (sv) 1979-05-11
DE2847825A1 (de) 1979-05-17
GB2086882A (en) 1982-05-19
EP0032395A1 (de) 1981-07-22
ES474921A1 (es) 1979-12-01
FR2422404B1 (es) 1983-02-04
PH15918A (en) 1983-04-22
FR2422632B1 (es) 1983-02-04
EP0003212A1 (de) 1979-08-08
FR2422648A1 (fr) 1979-11-09
GR71725B (es) 1983-06-22
IT7829638A0 (it) 1978-11-09
EP0003212B1 (de) 1982-03-17
CA1108611A (en) 1981-09-08
GB2007669A (en) 1979-05-23
EP0035624B1 (de) 1984-07-04
JPS5476586A (en) 1979-06-19
GB2087378B (en) 1983-01-06
MC1222A1 (fr) 1979-07-20
IT1100210B (it) 1985-09-28
IL55869A0 (en) 1979-01-31
NO783775L (no) 1979-05-11
FR2422647A1 (fr) 1979-11-09
DK144418B (da) 1982-03-08
AU4132378A (en) 1979-05-17
GB2087378A (en) 1982-05-26
BR7807425A (pt) 1979-07-24
EP0032395B1 (de) 1983-03-23
EP0035624A2 (de) 1981-09-16
GB2007669B (en) 1982-10-20
FR2422648B1 (es) 1983-02-04
FI783368A7 (fi) 1979-05-11
GB2086882B (en) 1982-12-15
AU527943B2 (en) 1983-03-31
AR228423A1 (es) 1983-03-15
IL55869A (en) 1983-05-15
ATA803378A (de) 1980-03-15
PT68773A (en) 1978-12-01
NL7811170A (nl) 1979-05-14
DK144418C (da) 1982-08-09
EP0035624A3 (en) 1981-09-23

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