DE1174782B - Verfahren zur Herstellung von basischen AEthern des 4-Methyl-5, 7-dioxycumarins - Google Patents
Verfahren zur Herstellung von basischen AEthern des 4-Methyl-5, 7-dioxycumarinsInfo
- Publication number
- DE1174782B DE1174782B DEV19493A DEV0019493A DE1174782B DE 1174782 B DE1174782 B DE 1174782B DE V19493 A DEV19493 A DE V19493A DE V0019493 A DEV0019493 A DE V0019493A DE 1174782 B DE1174782 B DE 1174782B
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- basic ethers
- salts
- hal
- known per
- 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.)
- Pending
Links
- 150000002170 ethers Chemical class 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229960000956 coumarin Drugs 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 235000001671 coumarin Nutrition 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 238000002844 melting Methods 0.000 claims 2
- 230000008018 melting Effects 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 238000010992 reflux Methods 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 241001465754 Metazoa Species 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- IKGXIBQEEMLURG-NVPNHPEKSA-N rutin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-NVPNHPEKSA-N 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 206010034754 petechiae Diseases 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PIAZYBLGBSMNLX-UHFFFAOYSA-N 4-(3-chloropropyl)morpholine Chemical compound ClCCCN1CCOCC1 PIAZYBLGBSMNLX-UHFFFAOYSA-N 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 241000700199 Cavia porcellus Species 0.000 description 1
- 241000251730 Chondrichthyes Species 0.000 description 1
- 206010047623 Vitamin C deficiency Diseases 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000002008 hemorrhagic effect Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 208000010233 scurvy Diseases 0.000 description 1
- 238000002627 tracheal intubation Methods 0.000 description 1
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB35358/59A GB865313A (en) | 1959-10-19 | 1959-10-19 | Coumarin derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1174782B true DE1174782B (de) | 1964-07-30 |
Family
ID=10376849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEV19493A Pending DE1174782B (de) | 1959-10-19 | 1960-10-14 | Verfahren zur Herstellung von basischen AEthern des 4-Methyl-5, 7-dioxycumarins |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH387064A (enrdf_load_html_response) |
| DE (1) | DE1174782B (enrdf_load_html_response) |
| FR (2) | FR938M (enrdf_load_html_response) |
| GB (1) | GB865313A (enrdf_load_html_response) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB710028A (en) * | 1951-03-29 | 1954-06-02 | Rech S Et Tech Appliquees | Improvements in derivatives of 6:7-dihydroxy-coumarin and production thereof |
| US2895963A (en) * | 1956-06-05 | 1959-07-21 | Maggioni & C Societa Per Azion | 4-methyl-6:7-bis-beta-diethylamino-ethoxy coumarin |
-
1959
- 1959-10-19 GB GB35358/59A patent/GB865313A/en not_active Expired
-
1960
- 1960-10-14 DE DEV19493A patent/DE1174782B/de active Pending
- 1960-10-17 FR FR841426A patent/FR938M/fr active Active
- 1960-10-17 CH CH1162960A patent/CH387064A/de unknown
-
1961
- 1961-01-04 FR FR848782A patent/FR1458906A/fr not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB710028A (en) * | 1951-03-29 | 1954-06-02 | Rech S Et Tech Appliquees | Improvements in derivatives of 6:7-dihydroxy-coumarin and production thereof |
| US2895963A (en) * | 1956-06-05 | 1959-07-21 | Maggioni & C Societa Per Azion | 4-methyl-6:7-bis-beta-diethylamino-ethoxy coumarin |
Also Published As
| Publication number | Publication date |
|---|---|
| GB865313A (en) | 1961-04-12 |
| FR1458906A (fr) | 1966-04-29 |
| CH387064A (de) | 1965-01-31 |
| FR938M (enrdf_load_html_response) | 1961-11-20 |
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