MX3139E - Procedimiento para la preparacion de 1 , 1 - di oxido de 4 - hidroxi - 3 - ( 5 - metil - 3 - isoxazolil - carbamoil ) - 2 - metil - 2 h - 1 , 2 - benzo tiazina - Google Patents
Procedimiento para la preparacion de 1 , 1 - di oxido de 4 - hidroxi - 3 - ( 5 - metil - 3 - isoxazolil - carbamoil ) - 2 - metil - 2 h - 1 , 2 - benzo tiazinaInfo
- Publication number
- MX3139E MX3139E MX000219U MX21976U MX3139E MX 3139 E MX3139 E MX 3139E MX 000219 U MX000219 U MX 000219U MX 21976 U MX21976 U MX 21976U MX 3139 E MX3139 E MX 3139E
- Authority
- MX
- Mexico
- Prior art keywords
- compound
- methyl
- see
- inert solvent
- isoxazolil
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 6
- 239000012442 inert solvent Substances 0.000 abstract 3
- FKPXGNGUVSHWQQ-UHFFFAOYSA-N 5-methyl-1,2-oxazol-3-amine Chemical compound CC1=CC(N)=NO1 FKPXGNGUVSHWQQ-UHFFFAOYSA-N 0.000 abstract 2
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 2
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal alkoxide Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000012022 methylating agents Substances 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical class C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
- C07D261/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
-
- 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
-
- 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
- C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La presente invención se refiere a un procedimiento para preparar un compuesto de la fórmula I:(VER FIGURA), que comprende las siguientes etapas: a) hacer reaccionar 3-amino-5-metilisoxazol (II) con un halogenuro de halogenoacetilo para formar el compuesto III, (VER FIGURA)(b) hacer reaccionar el compuesto III con una sal de sacarina para formar el compuesto IV: (VER FIGURA),(c) hacer reaccionar el compuesto IV con un alcóxido de metal alcalino de un alcohol inferior en un solvente inerte, a una temperatura controlada seguida por acidificación, para formar un compuesto V: (VER FIGURA)(d) metilar el compuesto V mediante reacción, a una temperatura controlada, con un agente de metilación en un solvente inerte acuoso, que contiene base en exceso, acidificando después para obtener el compuesto VI: (VER FIGURA)(e) calentar el compuesto VI con una base orgánica en un solvente inerte para obtener el compuesto deseado I.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/577,568 US3957772A (en) | 1975-05-21 | 1975-05-21 | Process for the preparation of 4-hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2h-1,2-benzothiazine 1,1-dioxide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX3139E true MX3139E (es) | 1980-05-06 |
Family
ID=24309281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX000219U MX3139E (es) | 1975-05-21 | 1976-05-10 | Procedimiento para la preparacion de 1 , 1 - di oxido de 4 - hidroxi - 3 - ( 5 - metil - 3 - isoxazolil - carbamoil ) - 2 - metil - 2 h - 1 , 2 - benzo tiazina |
Country Status (10)
| Country | Link |
|---|---|
| CH (1) | CH629802A5 (es) |
| DK (3) | DK148479C (es) |
| ES (1) | ES448088A1 (es) |
| FI (1) | FI63230C (es) |
| IE (1) | IE43102B1 (es) |
| IN (1) | IN143577B (es) |
| MX (1) | MX3139E (es) |
| NO (1) | NO145917C (es) |
| PH (2) | PH14848A (es) |
| SE (2) | SE429043B (es) |
-
1976
- 1976-03-30 IN IN548/CAL/76A patent/IN143577B/en unknown
- 1976-05-04 IE IE947/76A patent/IE43102B1/en unknown
- 1976-05-10 MX MX000219U patent/MX3139E/es unknown
- 1976-05-17 PH PH18443A patent/PH14848A/en unknown
- 1976-05-19 DK DK219876A patent/DK148479C/da active
- 1976-05-20 FI FI761431A patent/FI63230C/fi not_active IP Right Cessation
- 1976-05-20 SE SE7605752A patent/SE429043B/xx not_active IP Right Cessation
- 1976-05-20 ES ES448088A patent/ES448088A1/es not_active Expired
- 1976-05-20 NO NO761724A patent/NO145917C/no unknown
- 1976-05-21 CH CH642776A patent/CH629802A5/de not_active IP Right Cessation
-
1980
- 1980-01-22 DK DK25180A patent/DK149752C/da not_active IP Right Cessation
- 1980-01-22 DK DK25280A patent/DK148478C/da active
- 1980-03-03 SE SE8001649A patent/SE447112B/sv not_active IP Right Cessation
-
1981
- 1981-01-28 PH PH25141A patent/PH16804A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE447112B (sv) | 1986-10-27 |
| DK149752B (da) | 1986-09-22 |
| DK148478B (da) | 1985-07-15 |
| DK148478C (da) | 1985-12-16 |
| DK25280A (da) | 1980-01-22 |
| IE43102B1 (en) | 1980-12-17 |
| FI63230B (fi) | 1983-01-31 |
| IE43102L (en) | 1976-11-21 |
| PH14848A (en) | 1982-01-06 |
| NO761724L (es) | 1976-11-23 |
| CH629802A5 (en) | 1982-05-14 |
| NO145917C (no) | 1982-06-23 |
| IN143577B (es) | 1977-12-31 |
| SE7605752L (sv) | 1976-11-22 |
| NO145917B (no) | 1982-03-15 |
| DK148479C (da) | 1985-12-16 |
| DK219876A (da) | 1976-11-22 |
| ES448088A1 (es) | 1977-07-01 |
| DK25180A (da) | 1980-01-22 |
| FI63230C (fi) | 1983-05-10 |
| FI761431A (es) | 1976-11-22 |
| SE429043B (sv) | 1983-08-08 |
| DK148479B (da) | 1985-07-15 |
| DK149752C (da) | 1987-03-16 |
| PH16804A (en) | 1984-03-01 |
| SE8001649L (sv) | 1980-03-03 |
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