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-morpholinoInfo
- 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- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic 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
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[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.
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) |
-
0
- BE BE795936D patent/BE795936A/en unknown
-
1973
- 1973-02-20 DE DE19732308187 patent/DE2308187A1/en active Pending
- 1973-02-23 JP JP48022042A patent/JPS4892381A/ja active Pending
- 1973-02-26 IL IL41627A patent/IL41627A0/en unknown
- 1973-02-27 NL NL7302702A patent/NL7302702A/xx unknown
- 1973-02-28 FR FR7307208A patent/FR2174198A1/en not_active Withdrawn
- 1973-02-28 AU AU52694/73A patent/AU5269473A/en not_active Expired
- 1973-02-28 ES ES412132A patent/ES412132A1/en not_active Expired
- 1973-03-01 ZA ZA731531A patent/ZA731531B/en unknown
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
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |