AT275542B - Verfahren zur Herstellung von neuen Arylsulfonylsemicarbaziden - Google Patents
Verfahren zur Herstellung von neuen ArylsulfonylsemicarbazidenInfo
- Publication number
- AT275542B AT275542B AT772767A AT772767A AT275542B AT 275542 B AT275542 B AT 275542B AT 772767 A AT772767 A AT 772767A AT 772767 A AT772767 A AT 772767A AT 275542 B AT275542 B AT 275542B
- Authority
- AT
- Austria
- Prior art keywords
- sep
- amino
- general formula
- group
- alkoxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 11
- -1 alkali metal salts Chemical class 0.000 claims description 10
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
- 125000004442 acylamino group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229940124530 sulfonamide Drugs 0.000 claims description 2
- 125000000565 sulfonamide group Chemical group 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 2
- VLJQDHDVZJXNQL-UHFFFAOYSA-N 4-methyl-n-(oxomethylidene)benzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N=C=O)C=C1 VLJQDHDVZJXNQL-UHFFFAOYSA-N 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- PKGNFJLDVFEWKR-UHFFFAOYSA-N ethyl n-ethyl-n-(4-methylphenyl)sulfonylcarbamate Chemical compound CCOC(=O)N(CC)S(=O)(=O)C1=CC=C(C)C=C1 PKGNFJLDVFEWKR-UHFFFAOYSA-N 0.000 claims 1
- UJYAZVSPFMJCLW-UHFFFAOYSA-N n-(oxomethylidene)benzenesulfonamide Chemical compound O=C=NS(=O)(=O)C1=CC=CC=C1 UJYAZVSPFMJCLW-UHFFFAOYSA-N 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- 239000008280 blood Substances 0.000 description 5
- 210000004369 blood Anatomy 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- JLRGJRBPOGGCBT-UHFFFAOYSA-N Tolbutamide Chemical compound CCCCNC(=O)NS(=O)(=O)C1=CC=C(C)C=C1 JLRGJRBPOGGCBT-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 229960002277 tolazamide Drugs 0.000 description 2
- OUDSBRTVNLOZBN-UHFFFAOYSA-N tolazamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)NN1CCCCCC1 OUDSBRTVNLOZBN-UHFFFAOYSA-N 0.000 description 2
- 229960005371 tolbutamide Drugs 0.000 description 2
- JATKRPGDXDPAOX-UHFFFAOYSA-N 3-azabicyclo[2.2.2]octan-3-amine Chemical compound C1CC2N(N)CC1CC2 JATKRPGDXDPAOX-UHFFFAOYSA-N 0.000 description 1
- KPUSZZFAYGWAHZ-UHFFFAOYSA-N 3-azabicyclo[2.2.2]octane Chemical compound C1CC2CCC1NC2 KPUSZZFAYGWAHZ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 230000002686 anti-diuretic effect Effects 0.000 description 1
- 229940124538 antidiuretic agent Drugs 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/06—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing isoquinuclidine ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0050003 | 1966-08-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT275542B true AT275542B (de) | 1969-10-27 |
Family
ID=7103453
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT772767A AT275542B (de) | 1966-08-22 | 1967-08-22 | Verfahren zur Herstellung von neuen Arylsulfonylsemicarbaziden |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3764605A (enExample) |
| AT (1) | AT275542B (enExample) |
| BE (1) | BE702903A (enExample) |
| CH (1) | CH487860A (enExample) |
| DE (1) | DE1670736A1 (enExample) |
| DK (1) | DK119830B (enExample) |
| ES (2) | ES344342A1 (enExample) |
| FI (1) | FI45659C (enExample) |
| FR (1) | FR7050M (enExample) |
| GB (1) | GB1199758A (enExample) |
| IL (1) | IL28504A (enExample) |
| NL (1) | NL6711508A (enExample) |
| NO (1) | NO123429B (enExample) |
| SE (1) | SE330698B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4443243A (en) * | 1981-07-16 | 1984-04-17 | Ciba-Geigy Corporation | N-Phenylsulfonyl-N-triazinylureas |
| JP2000169474A (ja) * | 1998-12-07 | 2000-06-20 | Kotobuki Seiyaku Kk | イソキヌクリジン誘導体及びその製造方法並びにこれを含有する高コレステロール血症治療剤 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2075359A (en) * | 1930-10-16 | 1937-03-30 | Du Pont | Insecticide |
| US1915334A (en) * | 1930-10-16 | 1933-06-27 | Du Pont | Fluosilicate of organic heterocyclic bases and process of making it |
| DE1191826B (de) * | 1963-09-03 | 1965-04-29 | Boehringer & Soehne Gmbh | Verfahren zur Herstellung neuer Benzolsulfonylsemicarbazide und ihrer Salze |
-
1966
- 1966-08-22 DE DE19661670736 patent/DE1670736A1/de active Pending
-
1967
- 1967-08-07 CH CH1108567A patent/CH487860A/de not_active IP Right Cessation
- 1967-08-15 IL IL28504A patent/IL28504A/en unknown
- 1967-08-16 NO NO169387A patent/NO123429B/no unknown
- 1967-08-16 DK DK416467AA patent/DK119830B/da unknown
- 1967-08-17 US US00661198A patent/US3764605A/en not_active Expired - Lifetime
- 1967-08-18 FI FI672219A patent/FI45659C/fi active
- 1967-08-21 NL NL6711508A patent/NL6711508A/xx unknown
- 1967-08-21 GB GB38460/67A patent/GB1199758A/en not_active Expired
- 1967-08-21 BE BE702903D patent/BE702903A/xx unknown
- 1967-08-22 ES ES344342A patent/ES344342A1/es not_active Expired
- 1967-08-22 SE SE11749/67A patent/SE330698B/xx unknown
- 1967-08-22 AT AT772767A patent/AT275542B/de active
- 1967-09-29 ES ES345565A patent/ES345565A1/es not_active Expired
- 1967-11-21 FR FR129107A patent/FR7050M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES344342A1 (es) | 1969-04-16 |
| GB1199758A (en) | 1970-07-22 |
| SE330698B (enExample) | 1970-11-30 |
| DE1670736A1 (de) | 1970-12-23 |
| BE702903A (enExample) | 1968-02-21 |
| ES345565A1 (es) | 1969-04-16 |
| IL28504A (en) | 1971-10-20 |
| NL6711508A (enExample) | 1968-02-23 |
| US3764605A (en) | 1973-10-09 |
| FR7050M (enExample) | 1969-06-16 |
| CH487860A (de) | 1970-03-31 |
| FI45659B (enExample) | 1972-05-02 |
| NO123429B (enExample) | 1971-11-15 |
| DK119830B (da) | 1971-03-01 |
| FI45659C (fi) | 1972-08-10 |
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