FR2174198A1 - 4-methyl-5,7-bis(beta-morpholinoethoxy) coumarin - from phloroglucinol and an alkyl beta-aminocrotonate and beta-morpholino - Google Patents

4-methyl-5,7-bis(beta-morpholinoethoxy) coumarin - from phloroglucinol and an alkyl beta-aminocrotonate and beta-morpholino

Info

Publication number
FR2174198A1
FR2174198A1 FR7307208A FR7307208A FR2174198A1 FR 2174198 A1 FR2174198 A1 FR 2174198A1 FR 7307208 A FR7307208 A FR 7307208A FR 7307208 A FR7307208 A FR 7307208A FR 2174198 A1 FR2174198 A1 FR 2174198A1
Authority
FR
France
Prior art keywords
beta
aminocrotonate
phloroglucinol
methyl
morpholinoethoxy
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.)
Withdrawn
Application number
FR7307208A
Other languages
French (fr)
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.)
Recordati SA
Original Assignee
Recordati 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 Recordati SA filed Critical Recordati SA
Publication of FR2174198A1 publication Critical patent/FR2174198A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
    • C07D311/16Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7

Landscapes

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

Abstract

Process for 4-methyl-5,7-bis(beta-morpholinoethoxy) coumarin (I) (i.e. by condensing an alkyl beta-aminocrotonate with phloroglucinol in the presence of a strong acid or a metal salt, as catalyst, and reacting the 4-methyl-5,7-dihydroxycoumarin (II) with a salt of a beta-morpholinoethyl halide in the presence of an acid acceptor. (I) is a known drug. Higher yields than known processes. Ethyl beta-aminocrotonate is reacted with phloroglucinol at 20-100 degrees C in a polar solvent in the presence of SnCl4, TiCl4, H2SO4, H3PO4 or TFA and beta-morpholinoethyl chloride hydrochloride is reacted with the product in the presence of K2CO3 in a polar solvent.
FR7307208A 1972-03-01 1973-02-28 4-methyl-5,7-bis(beta-morpholinoethoxy) coumarin - from phloroglucinol and an alkyl beta-aminocrotonate and beta-morpholino Withdrawn FR2174198A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT2125472 1972-03-01

Publications (1)

Publication Number Publication Date
FR2174198A1 true FR2174198A1 (en) 1973-10-12

Family

ID=11179089

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7307208A Withdrawn FR2174198A1 (en) 1972-03-01 1973-02-28 4-methyl-5,7-bis(beta-morpholinoethoxy) coumarin - from phloroglucinol and an alkyl beta-aminocrotonate and beta-morpholino

Country Status (9)

Country Link
JP (1) JPS4892381A (en)
AU (1) AU5269473A (en)
BE (1) BE795936A (en)
DE (1) DE2308187A1 (en)
ES (1) ES412132A1 (en)
FR (1) FR2174198A1 (en)
IL (1) IL41627A0 (en)
NL (1) NL7302702A (en)
ZA (1) ZA731531B (en)

Also Published As

Publication number Publication date
BE795936A (en) 1973-06-18
IL41627A0 (en) 1973-04-30
ES412132A1 (en) 1976-01-01
AU5269473A (en) 1974-08-29
DE2308187A1 (en) 1973-09-20
NL7302702A (en) 1973-09-04
ZA731531B (en) 1974-10-30
JPS4892381A (en) 1973-11-30

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Legal Events

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ST Notification of lapse