DE1595888C3 - - Google Patents
Info
- Publication number
- DE1595888C3 DE1595888C3 DE19511595888 DE1595888A DE1595888C3 DE 1595888 C3 DE1595888 C3 DE 1595888C3 DE 19511595888 DE19511595888 DE 19511595888 DE 1595888 A DE1595888 A DE 1595888A DE 1595888 C3 DE1595888 C3 DE 1595888C3
- Authority
- DE
- Germany
- Prior art keywords
- trifluoromethyl
- general formula
- aldehyde
- disulfamyl
- benzothiadiazine
- 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
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- KRVABEGPNKGLOT-UHFFFAOYSA-N 4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide Chemical compound NC1=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C1S(N)(=O)=O KRVABEGPNKGLOT-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HWBYQCSSHXZZIO-UHFFFAOYSA-N 6-(trifluoromethyl)-3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulfonamide Chemical compound S1NCNC2=C1C=C(S(=O)(=O)N)C(C(F)(F)F)=C2 HWBYQCSSHXZZIO-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- NZZFYRREKKOMAT-UHFFFAOYSA-N diiodomethane Chemical compound ICI NZZFYRREKKOMAT-UHFFFAOYSA-N 0.000 description 1
- DMDGGSIALPNSEE-UHFFFAOYSA-N hydroflumethiazide Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O DMDGGSIALPNSEE-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/15—Six-membered rings
- C07D285/16—Thiadiazines; Hydrogenated thiadiazines
- C07D285/18—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines
- C07D285/20—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems
- C07D285/22—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D285/24—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom
- C07D285/26—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom substituted in position 6 or 7 by sulfamoyl or substituted sulfamoyl radicals
- C07D285/28—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom substituted in position 6 or 7 by sulfamoyl or substituted sulfamoyl radicals with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19511595888 DE1595888A1 (de) | 1951-01-28 | 1951-01-28 | 7-Sulfamyl-1,2,4-benzothiadiazin-1,1-dioxyde und Verfahren zu ihrer Herstellung |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19511595888 DE1595888A1 (de) | 1951-01-28 | 1951-01-28 | 7-Sulfamyl-1,2,4-benzothiadiazin-1,1-dioxyde und Verfahren zu ihrer Herstellung |
| DEL0051877 | 1959-08-10 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1595888A1 DE1595888A1 (de) | 1970-05-14 |
| DE1595888B2 DE1595888B2 (enrdf_load_stackoverflow) | 1973-09-27 |
| DE1595888C3 true DE1595888C3 (enrdf_load_stackoverflow) | 1974-05-22 |
Family
ID=25753410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19511595888 Granted DE1595888A1 (de) | 1951-01-28 | 1951-01-28 | 7-Sulfamyl-1,2,4-benzothiadiazin-1,1-dioxyde und Verfahren zu ihrer Herstellung |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1595888A1 (enrdf_load_stackoverflow) |
-
1951
- 1951-01-28 DE DE19511595888 patent/DE1595888A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE1595888B2 (enrdf_load_stackoverflow) | 1973-09-27 |
| DE1595888A1 (de) | 1970-05-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 | ||
| C3 | Grant after two publication steps (3rd publication) |