ES427972A1 - Procedure for the preparation of N-arilsulfonil n'- (aza-3 bicicloalquil) ureas. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of N-arilsulfonil n'- (aza-3 bicicloalquil) ureas. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES427972A1 ES427972A1 ES427972A ES427972A ES427972A1 ES 427972 A1 ES427972 A1 ES 427972A1 ES 427972 A ES427972 A ES 427972A ES 427972 A ES427972 A ES 427972A ES 427972 A1 ES427972 A1 ES 427972A1
- Authority
- ES
- Spain
- Prior art keywords
- general formula
- formula
- aza
- see formula
- see
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Preparation process of N-arylsulfonyl n '- (aza-3 bicycloalkyl) ureas of the general formula: ** (see formula) ** Wherein x represents a halogen atom or an alkyl radical of 1 to 5 carbon atoms, and n is an integer from 1 to 3, and its addition salts with compatible acids or bases, characterized in that it is reduced, by catalytic hydrogenation or by diborane, a derivative of general formula ii: ** (see formula) ** Where n has the meaning indicated above and z represents a radical (see formula), the aza-3 bicycloalkane thus formed of general formula iii is nitrated: ** (see formula) ** The N-nitroso aza-3 bicycloalkane obtained is reduced, by catalytic hydrogenation or by a mixture of sodium, ethanol and ammonia, to N-amino aza-3 bicyclo alkane of general formula iv: ** (see formula) ** And the latter is condensed, in base form, with an isocyanate of general formula v: ** (see formula) ** Or in the form of a base or of a hydrochloride with a urea of general formula vi: ** (see formula) ** Or in the form of an hydrochloride with an alkaline salt of a urea of general formula vii: ** (see formula) ** Which is prepared in situ from an alkaline cyanate of general formula viii: Mocn (VIII) And a sulfamide of general formula ix: ** (see formula) ** Having n and x in these formulas the same meaning as in formula i and m representing an alkali metal atom, and if desired the N-arylsulfonyl n '- (aza-3 bicycloalkyl) ureas thus obtained are treated with compatible acids or bases to give the corresponding addition salts. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA175626 | 1973-07-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES427972A1 true ES427972A1 (en) | 1976-08-16 |
Family
ID=4097201
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES427972A Expired ES427972A1 (en) | 1973-07-04 | 1974-07-04 | Procedure for the preparation of N-arilsulfonil n'- (aza-3 bicicloalquil) ureas. (Machine-translation by Google Translate, not legally binding) |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS5333584B2 (en) |
| AR (1) | AR203750A1 (en) |
| AT (1) | AT339914B (en) |
| CS (1) | CS185566B2 (en) |
| DD (1) | DD113223A5 (en) |
| DK (1) | DK137752B (en) |
| ES (1) | ES427972A1 (en) |
| FI (1) | FI61880C (en) |
| HU (1) | HU168450B (en) |
| IN (1) | IN139716B (en) |
| NO (1) | NO144344C (en) |
| OA (1) | OA04735A (en) |
| PH (1) | PH12355A (en) |
| RO (1) | RO70080A (en) |
| SE (1) | SE399424B (en) |
| SU (1) | SU552896A3 (en) |
| YU (1) | YU40105B (en) |
| ZA (1) | ZA744313B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4183857A (en) * | 1978-07-06 | 1980-01-15 | Shell Oil Company | 3-Benzyl-3-azabicyclo(3.1.0)hexane-2,4-dione |
| CA1121355A (en) * | 1978-10-27 | 1982-04-06 | Ronald F. Mason | Pyrrolidine derivatives and process for the preparation of such compounds |
| FR2610321B1 (en) * | 1987-02-04 | 1989-04-07 | Oril Sa | NEW PROCESS FOR THE SYNTHESIS OF N-AMINO AZA-3 BICYCLO (3, 3, 0) OCTANE |
| CN105061293B (en) * | 2015-07-28 | 2017-11-07 | 江苏瑞科医药科技有限公司 | A kind of synthetic method of gliclazide intermediate aminoazaheterocycles hydrochloride |
| CN110372545B (en) * | 2019-08-06 | 2022-01-04 | 山东海佑福瑞达制药有限公司 | Preparation method of high-purity gliclazide intermediate p-toluenesulfonylurea |
| CN110372568A (en) * | 2019-08-22 | 2019-10-25 | 山东海佑福瑞达制药有限公司 | A kind of crystallization and preparation method thereof of gliclazide intermediate |
| RU2754708C1 (en) * | 2021-03-02 | 2021-09-06 | Акционерное общество "Щелково Агрохим" | Method for obtaining gliclazide |
-
1974
- 1974-06-05 YU YU1566/74A patent/YU40105B/en unknown
- 1974-06-11 IN IN1269/CAL/74A patent/IN139716B/en unknown
- 1974-06-27 AR AR254427A patent/AR203750A1/en active
- 1974-06-27 OA OA55236A patent/OA04735A/en unknown
- 1974-07-01 CS CS7400004621A patent/CS185566B2/en unknown
- 1974-07-02 DK DK354474AA patent/DK137752B/en not_active IP Right Cessation
- 1974-07-02 DD DD179654A patent/DD113223A5/xx unknown
- 1974-07-02 RO RO7479387A patent/RO70080A/en unknown
- 1974-07-03 SE SE7408755A patent/SE399424B/en not_active IP Right Cessation
- 1974-07-03 PH PH7416011A patent/PH12355A/en unknown
- 1974-07-03 FI FI2036/74A patent/FI61880C/en active
- 1974-07-03 NO NO742425A patent/NO144344C/en unknown
- 1974-07-03 JP JP7624474A patent/JPS5333584B2/ja not_active Expired
- 1974-07-03 SU SU2041822A patent/SU552896A3/en active
- 1974-07-03 HU HUSI1420A patent/HU168450B/hu not_active IP Right Cessation
- 1974-07-04 AT AT553074A patent/AT339914B/en not_active IP Right Cessation
- 1974-07-04 ES ES427972A patent/ES427972A1/en not_active Expired
- 1974-07-04 ZA ZA00744313A patent/ZA744313B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO144344B (en) | 1981-05-04 |
| OA04735A (en) | 1980-08-31 |
| DD113223A5 (en) | 1975-05-20 |
| HU168450B (en) | 1976-04-28 |
| SE7408755L (en) | 1975-01-07 |
| ATA553074A (en) | 1977-03-15 |
| IN139716B (en) | 1976-07-24 |
| AT339914B (en) | 1977-11-10 |
| SU552896A3 (en) | 1977-03-30 |
| NO144344C (en) | 1981-08-12 |
| NO742425L (en) | 1975-02-03 |
| DK137752B (en) | 1978-05-01 |
| JPS5062971A (en) | 1975-05-29 |
| JPS5333584B2 (en) | 1978-09-14 |
| ZA744313B (en) | 1975-07-30 |
| FI61880B (en) | 1982-06-30 |
| YU40105B (en) | 1985-08-31 |
| YU156674A (en) | 1983-01-21 |
| CS185566B2 (en) | 1978-10-31 |
| DK137752C (en) | 1978-10-02 |
| SE399424B (en) | 1978-02-13 |
| AR203750A1 (en) | 1975-10-15 |
| DK354474A (en) | 1975-02-24 |
| RO70080A (en) | 1980-06-15 |
| PH12355A (en) | 1979-01-29 |
| FI203674A (en) | 1975-01-05 |
| FI61880C (en) | 1982-10-11 |
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