GB728943A - Novel coumarin derivatives and a process for the manufacture thereof - Google Patents
Novel coumarin derivatives and a process for the manufacture thereofInfo
- Publication number
- GB728943A GB728943A GB10250/53A GB1025053A GB728943A GB 728943 A GB728943 A GB 728943A GB 10250/53 A GB10250/53 A GB 10250/53A GB 1025053 A GB1025053 A GB 1025053A GB 728943 A GB728943 A GB 728943A
- Authority
- GB
- United Kingdom
- Prior art keywords
- give
- diethyl
- malonate
- phenylpropyl
- acid
- 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
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000001893 coumarin derivatives Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 6
- VXIXUWQIVKSKSA-UHFFFAOYSA-N 4-hydroxycoumarin Chemical compound C1=CC=CC2=C1OC(=O)C=C2O VXIXUWQIVKSKSA-UHFFFAOYSA-N 0.000 abstract 5
- 229910052783 alkali metal Inorganic materials 0.000 abstract 4
- 150000001340 alkali metals Chemical class 0.000 abstract 4
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 4
- DSGKWFGEUBCEIE-UHFFFAOYSA-N (2-carbonochloridoylphenyl) acetate Chemical compound CC(=O)OC1=CC=CC=C1C(Cl)=O DSGKWFGEUBCEIE-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000003385 sodium Chemical class 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- -1 aralkyl malonic ester Chemical compound 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 150000004775 coumarins Chemical class 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 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
- C07D311/42—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
- C07D311/44—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3
- C07D311/46—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 unsubstituted in the carbocyclic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH303086T | 1952-04-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB728943A true GB728943A (en) | 1955-04-27 |
Family
ID=4491589
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10250/53A Expired GB728943A (en) | 1952-04-15 | 1953-04-15 | Novel coumarin derivatives and a process for the manufacture thereof |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US2701804A (enExample) |
| AT (2) | AT182393B (enExample) |
| CH (1) | CH303086A (enExample) |
| DE (1) | DE924450C (enExample) |
| DK (1) | DK81853C (enExample) |
| FR (1) | FR1078675A (enExample) |
| GB (1) | GB728943A (enExample) |
| NL (1) | NL81830C (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1047788B (de) * | 1956-01-20 | 1958-12-31 | Geigy Ag J R | Verfahren zur Herstellung von Derivaten des 4-Oxycumarins |
| DE1017620B (de) * | 1956-07-20 | 1957-10-17 | Bayer Ag | Verfahren zur Herstellung von Derivaten des 4-Oxycumarins |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB578589A (en) * | 1942-08-29 | 1946-07-04 | Wisconsin Alumni Res Found | Improvements in or relating to synthesis of 4-hydroxycoumarins |
-
1952
- 1952-04-15 CH CH303086D patent/CH303086A/de unknown
-
1953
- 1953-03-20 DK DK96853AA patent/DK81853C/da active
- 1953-03-22 DE DEH15808A patent/DE924450C/de not_active Expired
- 1953-03-23 AT AT182393D patent/AT182393B/de active
- 1953-04-09 FR FR1078675D patent/FR1078675A/fr not_active Expired
- 1953-04-09 US US347838A patent/US2701804A/en not_active Expired - Lifetime
- 1953-04-13 NL NL177540A patent/NL81830C/xx active
- 1953-04-15 GB GB10250/53A patent/GB728943A/en not_active Expired
- 1953-08-11 AT AT187520D patent/AT187520B/de active
Also Published As
| Publication number | Publication date |
|---|---|
| NL81830C (enExample) | 1956-06-15 |
| CH303086A (de) | 1954-11-15 |
| AT182393B (de) | 1955-06-25 |
| US2701804A (en) | 1955-02-08 |
| FR1078675A (fr) | 1954-11-22 |
| DK81853C (da) | 1956-09-24 |
| DE924450C (de) | 1955-03-03 |
| AT187520B (de) | 1956-10-25 |
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