ES368059A1 - A procedure for the preparation of substitute chromanonoximes. (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for the preparation of substitute chromanonoximes. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES368059A1 ES368059A1 ES368059A ES368059A ES368059A1 ES 368059 A1 ES368059 A1 ES 368059A1 ES 368059 A ES368059 A ES 368059A ES 368059 A ES368059 A ES 368059A ES 368059 A1 ES368059 A1 ES 368059A1
- Authority
- ES
- Spain
- Prior art keywords
- bromo
- chromanone
- preparation
- propionic acid
- chromanonoximes
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
-
- 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
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/68—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with nitrogen atoms directly attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
Abstract
Novel compounds of the formula wherein one of R 1 and R 2 is H and the other is H, Br, F or Cl and X is Br or Cl, may be obtained by reacting the appropriately substituted chromanone with methoxyamine, preferably in a solvent at temperatures from 20 to 100 C. The preparation of the following intermediates is also described: 3,4-dichlorophenol is reacted with propiolactone to form 3-(3,4-dichlorophenoxy)propionic acid followed by ring closure using HF to yield 6,7-dichloro-4-chromanone 3 - (2,3 - dichlorophenoxy)propionic acid and 7,8 - dichloro - 4 - chromanone are similarly obtained 3-bromo-4-fluoroacetophenone is reacted with trifluoroperoxyacetic acid to yield 3 - bromo - 4 - fluorophenol which is converted to 3 - (3 - bromo - 4 - fluorophenoxy)propionic acid and hence to 7 - bromo - 6 - fluoro - 4 - chromanone. Pharmaceutical compositions, useful as diuretics and anti-hypertensives, comprise compounds of the above general formula in association with pharmaceutically acceptable carriers, preferably in forms suitable for oral, intramuscular or rectal administration.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US73454968A | 1968-06-05 | 1968-06-05 | |
US78644368A | 1968-12-23 | 1968-12-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES368059A1 true ES368059A1 (en) | 1971-07-01 |
Family
ID=27112758
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES368059A Expired ES368059A1 (en) | 1968-06-05 | 1969-06-04 | A procedure for the preparation of substitute chromanonoximes. (Machine-translation by Google Translate, not legally binding) |
Country Status (16)
Country | Link |
---|---|
AT (1) | AT289112B (en) |
BE (1) | BE733725A (en) |
CH (1) | CH517090A (en) |
DE (1) | DE1928027C3 (en) |
DK (1) | DK122724B (en) |
DO (1) | DOP1969001605A (en) |
ES (1) | ES368059A1 (en) |
FR (1) | FR2010183A1 (en) |
GB (1) | GB1265211A (en) |
IL (1) | IL32303A (en) |
LU (1) | LU58772A1 (en) |
NL (1) | NL6908479A (en) |
OA (1) | OA03366A (en) |
SE (1) | SE342449B (en) |
YU (1) | YU34135B (en) |
ZM (1) | ZM8169A1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2705349A (en) * | 1951-04-20 | 1955-04-05 | Spheric Structures Inc | Structural element for portable buildings |
-
1969
- 1969-05-28 BE BE733725D patent/BE733725A/xx unknown
- 1969-05-28 IL IL32303A patent/IL32303A/en unknown
- 1969-05-28 CH CH808669A patent/CH517090A/en not_active IP Right Cessation
- 1969-05-30 ZM ZM81/69A patent/ZM8169A1/en unknown
- 1969-06-02 OA OA53624A patent/OA03366A/en unknown
- 1969-06-02 SE SE7732/69A patent/SE342449B/xx unknown
- 1969-06-02 AT AT523769A patent/AT289112B/en not_active IP Right Cessation
- 1969-06-02 DE DE1928027A patent/DE1928027C3/en not_active Expired
- 1969-06-02 LU LU58772D patent/LU58772A1/xx unknown
- 1969-06-03 DO DO1969001605A patent/DOP1969001605A/en unknown
- 1969-06-04 DK DK303769AA patent/DK122724B/en unknown
- 1969-06-04 FR FR6918370A patent/FR2010183A1/fr not_active Withdrawn
- 1969-06-04 ES ES368059A patent/ES368059A1/en not_active Expired
- 1969-06-04 YU YU1403/69A patent/YU34135B/en unknown
- 1969-06-04 NL NL6908479A patent/NL6908479A/xx not_active Application Discontinuation
- 1969-06-05 GB GB1265211D patent/GB1265211A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
YU140369A (en) | 1978-05-15 |
GB1265211A (en) | 1972-03-01 |
BE733725A (en) | 1969-11-28 |
YU34135B (en) | 1978-12-31 |
CH517090A (en) | 1971-12-31 |
SE342449B (en) | 1972-02-07 |
AT289112B (en) | 1971-04-13 |
ZM8169A1 (en) | 1969-12-17 |
DE1928027B2 (en) | 1978-03-02 |
DE1928027C3 (en) | 1978-11-02 |
DE1928027A1 (en) | 1969-12-11 |
DK122724B (en) | 1972-04-04 |
DOP1969001605A (en) | 1972-02-10 |
OA03366A (en) | 1970-12-15 |
LU58772A1 (en) | 1969-10-28 |
NL6908479A (en) | 1969-12-09 |
FR2010183A1 (en) | 1970-02-13 |
IL32303A (en) | 1973-07-30 |
IL32303A0 (en) | 1969-07-30 |
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