RO84510B - Procedeu pentru prepararea unor derivati de 1, 2-benzotiazina - Google Patents
Procedeu pentru prepararea unor derivati de 1, 2-benzotiazinaInfo
- Publication number
- RO84510B RO84510B RO108738A RO10873882A RO84510B RO 84510 B RO84510 B RO 84510B RO 108738 A RO108738 A RO 108738A RO 10873882 A RO10873882 A RO 10873882A RO 84510 B RO84510 B RO 84510B
- Authority
- RO
- Romania
- Prior art keywords
- piroxicam
- alkyl
- hydroxy
- methyl
- benzothiazine
- Prior art date
Links
- UJVBZCCNLAAMOV-UHFFFAOYSA-N 2h-1,2-benzothiazine Chemical class C1=CC=C2C=CNSC2=C1 UJVBZCCNLAAMOV-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- QYSPLQLAKJAUJT-UHFFFAOYSA-N piroxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC1=CC=CC=N1 QYSPLQLAKJAUJT-UHFFFAOYSA-N 0.000 abstract 4
- 229960002702 piroxicam Drugs 0.000 abstract 4
- 239000000543 intermediate Substances 0.000 abstract 3
- -1 alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- DDIIAJRLFATEEE-UHFFFAOYSA-N 2-methyl-1,1-dioxo-1,2-benzothiazol-3-one Chemical compound C1=CC=C2S(=O)(=O)N(C)C(=O)C2=C1 DDIIAJRLFATEEE-UHFFFAOYSA-N 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000004681 metal hydrides Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
- C07D279/08—1,3-Thiazines; Hydrogenated 1,3-thiazines condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
- C07D275/06—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/02—1,2-Thiazines; Hydrogenated 1,2-thiazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compounds Of Unknown Constitution (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
Inventia se refera la un procedeu pentru prepararea unor derivati de 1,2-benzotiazina, cu formula generala I: (vezi formula) în care Y reprezinta o grupa alcoxi cu 1...4 atomi de carbon, 2-metoxietoxi si 2-piridilimino, constînd din aceea ca un compus cu formula generala II: (vezi formula) se trateaza cu un compus cu formula generala III: (vezi formula) în care Y are semnificatia de mai sus si X este clor sau brom, într-un solvent polar inert, ales dintre dimetilformamida si dimetilsulfoxid, în prezenta unei baze, aleasa dintr-o hidrura de sodiu, un alcoxid de sodiu sau potasiu cu 1...4 atomi de carbon, hexametildisilazan de potasiu si diizopropilamina, folosind un raport molar între compusul II si compusul bazic de 1:2...1:5, la o temperatura cuprinsa între 25 si 55 degree C.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/308,746 US4376204A (en) | 1981-10-05 | 1981-10-05 | 3-Hydroxy 2-methyl benzisothiazolines as intermediates in production of piroxicam |
| US41303682A | 1982-09-02 | 1982-09-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO84510A RO84510A (ro) | 1984-06-21 |
| RO84510B true RO84510B (ro) | 1984-08-30 |
Family
ID=26976430
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO112350A RO86733B (ro) | 1981-10-05 | 1982-10-04 | Procedeu pentru prepararea unor derivati de 1,2-benzotiazina |
| RO108738A RO84510B (ro) | 1981-10-05 | 1982-10-04 | Procedeu pentru prepararea unor derivati de 1, 2-benzotiazina |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO112350A RO86733B (ro) | 1981-10-05 | 1982-10-04 | Procedeu pentru prepararea unor derivati de 1,2-benzotiazina |
Country Status (27)
| Country | Link |
|---|---|
| EP (1) | EP0076643B1 (ro) |
| KR (1) | KR850001223B1 (ro) |
| AT (1) | ATE11916T1 (ro) |
| AU (1) | AU534759B2 (ro) |
| BG (2) | BG40811A3 (ro) |
| CA (1) | CA1187873A (ro) |
| DD (2) | DD203051A5 (ro) |
| DE (1) | DE3262440D1 (ro) |
| DK (2) | DK154646C (ro) |
| EG (1) | EG15847A (ro) |
| ES (2) | ES516208A0 (ro) |
| FI (1) | FI75342C (ro) |
| GR (1) | GR77345B (ro) |
| HK (1) | HK52687A (ro) |
| HU (1) | HU186977B (ro) |
| IE (1) | IE53957B1 (ro) |
| IL (1) | IL66921A0 (ro) |
| IN (1) | IN159273B (ro) |
| MY (1) | MY8700510A (ro) |
| NO (1) | NO157140C (ro) |
| NZ (1) | NZ202062A (ro) |
| PH (2) | PH17991A (ro) |
| PL (2) | PL136931B1 (ro) |
| PT (1) | PT75642B (ro) |
| RO (2) | RO86733B (ro) |
| SG (1) | SG22987G (ro) |
| YU (2) | YU42804B (ro) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP0003689A3 (en) * | 1997-09-05 | 2003-05-28 | Warner Lambert Co | Benzothiazine dioxide derivatives with endothelin antagonist activity, pharmaceutical compositions containing them and process for the preparation of known derivatives |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3591584A (en) * | 1968-08-27 | 1971-07-06 | Pfizer | Benzothiazine dioxides |
| US3853862A (en) * | 1973-04-23 | 1974-12-10 | Pfizer | Production of 4-hydroxy-1,2-benzothiazine-3-carboxamides |
| US3891637A (en) * | 1974-10-01 | 1975-06-24 | Pfizer | Process for the production of carboxamides of oxo-1,2-benzothiazine-1,1-dioxides |
| US3892740A (en) * | 1974-10-15 | 1975-07-01 | Pfizer | Process for the production of carboxamides of oxo-1,2-benzothiazine-1,1-dioxides |
| US3960856A (en) * | 1975-06-20 | 1976-06-01 | Warner-Lambert Company | Process for the preparation of 4-hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2H-1,2-benzothiazine 1,1-dioxide |
| SE421792B (sv) * | 1976-01-12 | 1982-02-01 | Pfizer | Forfarande for framstellning av n-(2-pyridyl)-4-hydroxi-2-metyl-2h-1,2-benso-tiazin-3-karboxamid-1,1-dioxid |
| US4074048A (en) * | 1976-05-10 | 1978-02-14 | Warner-Lambert Company | Process for the preparation of 4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides |
| US4100347A (en) * | 1976-06-10 | 1978-07-11 | Pfizer Inc. | 3,4-Dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylic acid-1,1-dioxide |
| US4289879A (en) * | 1980-09-29 | 1981-09-15 | Pfizer Inc. | Synthetic method and intermediate for piroxicam |
-
1982
- 1982-09-22 IN IN719/DEL/82A patent/IN159273B/en unknown
- 1982-09-29 DE DE8282305174T patent/DE3262440D1/de not_active Expired
- 1982-09-29 AT AT82305174T patent/ATE11916T1/de not_active IP Right Cessation
- 1982-09-29 EP EP82305174A patent/EP0076643B1/en not_active Expired
- 1982-09-30 AU AU88917/82A patent/AU534759B2/en not_active Ceased
- 1982-09-30 IL IL66921A patent/IL66921A0/xx not_active IP Right Cessation
- 1982-10-01 PT PT75642A patent/PT75642B/pt not_active IP Right Cessation
- 1982-10-01 NZ NZ202062A patent/NZ202062A/en unknown
- 1982-10-01 GR GR69420A patent/GR77345B/el unknown
- 1982-10-04 YU YU2228/82A patent/YU42804B/xx unknown
- 1982-10-04 BG BG061608A patent/BG40811A3/xx unknown
- 1982-10-04 DK DK439482A patent/DK154646C/da not_active IP Right Cessation
- 1982-10-04 RO RO112350A patent/RO86733B/ro unknown
- 1982-10-04 IE IE2393/82A patent/IE53957B1/en not_active IP Right Cessation
- 1982-10-04 RO RO108738A patent/RO84510B/ro unknown
- 1982-10-04 PH PH27950A patent/PH17991A/en unknown
- 1982-10-04 NO NO823330A patent/NO157140C/no unknown
- 1982-10-04 FI FI823366A patent/FI75342C/fi not_active IP Right Cessation
- 1982-10-04 ES ES516208A patent/ES516208A0/es active Granted
- 1982-10-04 CA CA000412724A patent/CA1187873A/en not_active Expired
- 1982-10-04 BG BG058162A patent/BG40812A3/xx unknown
- 1982-10-05 DD DD82243802A patent/DD203051A5/de not_active IP Right Cessation
- 1982-10-05 KR KR8204482A patent/KR850001223B1/ko not_active Expired
- 1982-10-05 DD DD82257459A patent/DD216460A5/de not_active IP Right Cessation
- 1982-10-05 HU HU823194A patent/HU186977B/hu not_active IP Right Cessation
- 1982-10-05 EG EG594/82A patent/EG15847A/xx active
- 1982-10-05 PL PL1982238506A patent/PL136931B1/pl unknown
- 1982-10-05 PL PL1982244761A patent/PL136540B1/pl unknown
-
1983
- 1983-05-27 ES ES522788A patent/ES8407034A1/es not_active Expired
-
1984
- 1984-06-07 PH PH30790-AA patent/PH19297A/en unknown
- 1984-09-10 YU YU1560/84A patent/YU42903B/xx unknown
-
1987
- 1987-03-09 SG SG229/87A patent/SG22987G/en unknown
- 1987-07-09 HK HK526/87A patent/HK52687A/xx unknown
- 1987-12-30 MY MY510/87A patent/MY8700510A/xx unknown
-
1988
- 1988-04-14 DK DK204888A patent/DK154139C/da not_active IP Right Cessation
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