SE8203914L - PROCESS FOR THE PREPARATION OF 2,4-DIAMINO-5-(3ს៟,4ს៟,5ს-TRIMETHOXYBENZYL)-PYRIMIDINE - Google Patents

PROCESS FOR THE PREPARATION OF 2,4-DIAMINO-5-(3ს៟,4ს៟,5ს-TRIMETHOXYBENZYL)-PYRIMIDINE

Info

Publication number
SE8203914L
SE8203914L SE8203914A SE8203914A SE8203914L SE 8203914 L SE8203914 L SE 8203914L SE 8203914 A SE8203914 A SE 8203914A SE 8203914 A SE8203914 A SE 8203914A SE 8203914 L SE8203914 L SE 8203914L
Authority
SE
Sweden
Prior art keywords
general formula
compound
image
reacting
diamino
Prior art date
Application number
SE8203914A
Other languages
Swedish (sv)
Other versions
SE8203914D0 (en
SE451133B (en
Inventor
I Beck
I Biro
A Dietz
E Jakfalvi
L Ladanyi
I Simonyi
Z Takacs
Original Assignee
Egyt Gyogyszervegyeszeti Gyar
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 Egyt Gyogyszervegyeszeti Gyar filed Critical Egyt Gyogyszervegyeszeti Gyar
Publication of SE8203914D0 publication Critical patent/SE8203914D0/en
Publication of SE8203914L publication Critical patent/SE8203914L/en
Publication of SE451133B publication Critical patent/SE451133B/en

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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48—Two nitrogen atoms
    • C07D239/49—Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention relates to an improved process for the preparation of 2,4-diamino-5-(3',4',5'-trimethoxy-benzyl)-pyrimidine of the general formula I <IMAGE> by reacting a compound of the general formula II <IMAGE> (wherein R is an alkyl group having 1-4 carbon atoms) with guanidine, which comprises preparing the said compound of the general formula II by reacting alpha -(3,4,5-trimethoxy-benzal)- beta -methoxy-propionitrile of the formula III <IMAGE> with ethylene glycol monoalkylether of the general formula IV HO-CH2-CH2-OR (IV> (wherein R as as stated above) in the presence of an alkali metal alkoxide at a temperature between 60 DEG and 90 DEG and reacting the compound of the general formula II thus obtained - if desired without isolation - with guanidine in the presence of an alkanol having 4-8 carbon atoms. The advantage of the process is that it is economical and can be carried out with high yields even on industrial scale and provides a product of high purity. The compound of the formula I obtained is a known chemotherapeutical drug.
SE8203914A 1981-06-26 1982-06-23 PROCESS FOR THE PREPARATION OF 2,4-DIAMINO-5-(3ს៟,4ს៟,5ს-TRIMETHOXYBENZYL)-PYRIMIDINE SE451133B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU811869A HU187370B (en) 1981-06-26 1981-06-26 Improved process for producing 2,4-diamino-5-bracket-3-comma above, 4-comma above,5-comma above-trimethoxy-benzyl-bracket closed-pyrimidine

Publications (3)

Publication Number Publication Date
SE8203914D0 SE8203914D0 (en) 1982-06-23
SE8203914L true SE8203914L (en) 1982-12-27
SE451133B SE451133B (en) 1987-09-07

Family

ID=10956594

Family Applications (1)

Application Number Title Priority Date Filing Date
SE8203914A SE451133B (en) 1981-06-26 1982-06-23 PROCESS FOR THE PREPARATION OF 2,4-DIAMINO-5-(3ს៟,4ს៟,5ს-TRIMETHOXYBENZYL)-PYRIMIDINE

Country Status (21)

Country Link
JP (1) JPS5838266A (en)
AT (1) AT387961B (en)
AU (1) AU547823B2 (en)
BE (1) BE893611A (en)
CA (1) CA1174679A (en)
CH (1) CH648834A5 (en)
CS (1) CS244908B2 (en)
DD (1) DD202703A5 (en)
DK (1) DK155434C (en)
ES (1) ES513482A0 (en)
FI (1) FI76790C (en)
FR (1) FR2508450B1 (en)
GB (1) GB2104508B (en)
GR (1) GR76159B (en)
HU (1) HU187370B (en)
IE (1) IE53466B1 (en)
IL (1) IL66132A (en)
IT (1) IT1190889B (en)
SE (1) SE451133B (en)
SU (1) SU1145929A3 (en)
YU (1) YU42774B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2602507B1 (en) * 1986-08-08 1989-06-09 Sanofi Pharma PROCESS FOR THE PREPARATION OF 2,4-DIAMINO-BENZYL-5 PYRIMIDINES

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB743221A (en) * 1953-05-26 1956-01-11 Wellcome Found Improvements in or relating to the manufacture of acrylonitriles
DE1303727B (en) * 1959-09-03 1976-02-05 Ausscheidung aus: 14 45 176 The Wellcome Foundation Ltd., London Alpha-arylidene-substituted propioni-iriles
NL122146C (en) * 1960-09-02
US4033962A (en) * 1975-06-26 1977-07-05 Hoffman-La Roche Inc. 2,4-Diamino-pyrimidine derivatives and processes
DE2635765C3 (en) * 1976-08-09 1979-02-08 Ludwig Heumann & Co Gmbh, 8500 Nuernberg Process for the preparation of 2,4-EMamino-5- (3 ', 4'r5'-trimethoxybenzyl) -pyrimidine
US4115650A (en) * 1976-11-17 1978-09-19 Hoffmann-La Roche Inc. Process for preparing 2,4-diamino-5-(substituted benzyl)-pyrimidines
DE2730467A1 (en) * 1977-07-06 1979-01-18 Basf Ag BENZYLPYRIMIDINE, METHOD FOR THE PRODUCTION THEREOF, AND MEDICINAL PRODUCTS CONTAINING THE SAME

Also Published As

Publication number Publication date
DK155434C (en) 1989-09-18
FR2508450B1 (en) 1986-01-03
DK288082A (en) 1982-12-27
IT1190889B (en) 1988-02-24
FI822268L (en) 1982-12-27
FI822268A0 (en) 1982-06-24
JPS5838266A (en) 1983-03-05
GB2104508A (en) 1983-03-09
IL66132A0 (en) 1982-09-30
FR2508450A1 (en) 1982-12-31
DK155434B (en) 1989-04-10
SE8203914D0 (en) 1982-06-23
FI76790B (en) 1988-08-31
IE821520L (en) 1982-12-26
FI76790C (en) 1988-12-12
CS471782A2 (en) 1985-09-17
AU8534682A (en) 1983-01-06
BE893611A (en) 1982-12-23
ATA244982A (en) 1988-09-15
CH648834A5 (en) 1985-04-15
SE451133B (en) 1987-09-07
GR76159B (en) 1984-08-03
ES8304949A1 (en) 1983-04-01
YU138582A (en) 1984-10-31
IT8222035A0 (en) 1982-06-24
IE53466B1 (en) 1988-11-23
AT387961B (en) 1989-04-10
CS244908B2 (en) 1986-08-14
AU547823B2 (en) 1985-11-07
ES513482A0 (en) 1983-04-01
YU42774B (en) 1988-12-31
SU1145929A3 (en) 1985-03-15
DD202703A5 (en) 1983-09-28
HU187370B (en) 1985-12-28
CA1174679A (en) 1984-09-18
IL66132A (en) 1985-04-30
GB2104508B (en) 1985-01-16

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