KR840000542A - 벤조티아진 카복사미드의 제조방법 - Google Patents
벤조티아진 카복사미드의 제조방법 Download PDFInfo
- Publication number
- KR840000542A KR840000542A KR1019820003437A KR820003437A KR840000542A KR 840000542 A KR840000542 A KR 840000542A KR 1019820003437 A KR1019820003437 A KR 1019820003437A KR 820003437 A KR820003437 A KR 820003437A KR 840000542 A KR840000542 A KR 840000542A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- methyl
- pyridyl
- thiazolyl
- carbon atoms
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 7
- FKOSZDBJQBJDIV-UHFFFAOYSA-N 2h-1,2-benzothiazine-3-carboxamide Chemical compound C1=CC=C2SNC(C(=O)N)=CC2=C1 FKOSZDBJQBJDIV-UHFFFAOYSA-N 0.000 title 1
- -1 benzopyronyl Chemical group 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 8
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 239000003960 organic solvent Substances 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- HZILLNCYNQANBR-UHFFFAOYSA-N 1,1-dioxo-3,4-dihydro-2h-1$l^{6},2-benzothiazine-3-carboxamide Chemical compound C1=CC=C2S(=O)(=O)NC(C(=O)N)CC2=C1 HZILLNCYNQANBR-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000012452 mother liquor Substances 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
Classifications
-
- 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)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Holo Graphy (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 일반식(Ⅱ)의 에스테르를 일반식 ZNH2인 아민동물량과 반응 불활성 유기 용매존재하에 0내지 110℃에서 반응시키는 것을 포함하여 실험식(Ⅰ)의 화합물을 제조하는 방법C9H7N2O5SRR1Z (Ⅰ)상기식에서R은 수소, 벤질 또는 탄소수 1내지 3의 알킬이고 ;R1은 벤질 또는 탄소수 1내지 4의 알킬이고 ;Z는 벤조피로닐, 알킬로 치환된 벤조피로닐, 2-피리딜, 알킬로 치환된 2-피리딜, 2-티아졸릴, 하나 또는 두개의 알킬 그룹으로 치환된 2-티아졸릴 또는 5-알킬-3-이속사졸릴(각각의 알킬은 탄소수 1내지 4이다)이다.
- 제 1 항에 있어서, R이 메틸이며, R1은 메틸 또는 에틸이고 Z는 2-피리딜, 2-티아졸릴, 5-메틸-3-이속사졸릴, 6-메틸-2-피리딜 또는 4,5-디메틸-2-티아졸릴인 방법.
- 제 2 항에 있어서, R1은 메틸이며 Z는 2-피리딜인 방법.
- a) 일반식(Ⅱ)의 에스테르를 일반식 ZNH2인 아민 동몰량과 반응불활성 유기용매 존재하에 0 내지 110℃에서 반응시켜 실험식(Ⅰ)의 중간체 화합물을 생성하고, (b)이를 반불응활성 유기용매 존재하에 120 내지 200℃에서 가열하는 것을 포함하여, 일반식(Ⅳ)의 3,4-디하이드로-2H-1.2-벤조티아진-3-카복사미드-1,1-디옥사이드를 제조하는 방법.C9H7N2O5SRR'Z (Ⅰ)상기식에서R은 수소, 벤질 또는 탄소수 1내지 3의 알킬이고 ;R1은 벤질 또는 탄소수 1내지 4의 알킬이고 ;Z는 벤조피로닐, 알킬로 치환된 벤조피로닐, 2-피리딜, 알킬로 치환된 2-피리딜, 2-티아졸릴, 하나 또는 두 개의 알킬 그룹으로 치환된 2-티아졸릴 또는 5-알킬-3-이속사졸릴(각각의 알킬은 탄소수 1내지 4이다)이다.
- 제 4 항에 있어서, R이 메틸이며, R1은 메틸 또는 에틸이고 Z는 2-피리딜, 2-티아졸릴, 5-메틸-3-이속사졸릴, 6-메틸-2-피리딜 또는 4,5-디메틸-2-티아졸릴인 방법.
- 제 5 항에 있어서, Z가 2-피리딜이고 R1은 메틸인 방법.
- 제 4 항에 있어서, (a)단계의 접촉반응을 20 내지 90℃에서 수행하고 (b)단계의 온도를 135 내지 145℃로 하는 방법.
- 제 4 항에 있어서, (a)단계의 중간체를 분리하는 제조방법.
- 제 4 항에 있어서, (b)단계의 생성물을 분리하고 모액을 재순환시키는 제조방법.
- 제 4 항에 있어서, 반응 불활성 유기용매로 크실렌을 사용하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28939081A | 1981-08-03 | 1981-08-03 | |
| US289,390 | 1981-08-03 | ||
| US38911982A | 1982-06-17 | 1982-06-17 | |
| US389,119 | 1982-06-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840000542A true KR840000542A (ko) | 1984-02-25 |
| KR860001316B1 KR860001316B1 (ko) | 1986-09-13 |
Family
ID=26965604
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8203437A KR860001316B1 (ko) | 1981-08-03 | 1982-07-31 | 벤조티아진 카복사미드의 제조방법 |
Country Status (26)
| Country | Link |
|---|---|
| EP (1) | EP0077603B1 (ko) |
| JP (1) | JPS63253066A (ko) |
| KR (1) | KR860001316B1 (ko) |
| AT (1) | ATE17240T1 (ko) |
| AU (1) | AU540072B2 (ko) |
| BG (2) | BG41128A3 (ko) |
| CA (1) | CA1179340A (ko) |
| DE (1) | DE3268275D1 (ko) |
| DK (2) | DK158665C (ko) |
| EG (1) | EG15833A (ko) |
| ES (1) | ES514667A0 (ko) |
| FI (1) | FI77657C (ko) |
| GR (1) | GR76275B (ko) |
| HK (1) | HK99387A (ko) |
| HU (2) | HU194218B (ko) |
| IE (1) | IE53642B1 (ko) |
| IL (1) | IL66446A0 (ko) |
| IN (2) | IN158333B (ko) |
| KE (1) | KE3754A (ko) |
| MX (1) | MX154916A (ko) |
| MY (1) | MY8700731A (ko) |
| NO (2) | NO155621C (ko) |
| NZ (1) | NZ201465A (ko) |
| RO (1) | RO84705A (ko) |
| SG (1) | SG70187G (ko) |
| YU (2) | YU42785B (ko) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| YU42883B (en) * | 1983-10-06 | 1988-12-31 | Krka Novo Mesto | Process for the manufacture of n-(2-pyridil)-2-methyl-4-hydroxy-2h-1,2-benzothiazine-3-carboxamide-1,1-dioxide |
| IT1194522B (it) * | 1983-12-16 | 1988-09-22 | Prodotti Antibiotici Spa | Metodo di sintesi di derivanti benzotiazinici |
| US4868199A (en) * | 1985-10-01 | 1989-09-19 | Warner-Lambert Company | Novel enolamides, pharmaceutical compositions and methods of use thereof for activity as modulators of the arachidonic acid cascade |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3853862A (en) * | 1973-04-23 | 1974-12-10 | Pfizer | Production of 4-hydroxy-1,2-benzothiazine-3-carboxamides |
| US3892740A (en) * | 1974-10-15 | 1975-07-01 | Pfizer | Process for the production of carboxamides of oxo-1,2-benzothiazine-1,1-dioxides |
| AT345847B (de) * | 1974-11-08 | 1978-10-10 | Thomae Gmbh Dr K | Verfahren zur herstellung neuer 4-hydroxy-2h- naphtho- (2,1-e)-1,2-thiazin-3-carboxamid-1,1-dioxid und deren salze |
| US4289879A (en) * | 1980-09-29 | 1981-09-15 | Pfizer Inc. | Synthetic method and intermediate for piroxicam |
-
1982
- 1982-06-30 IN IN490/DEL/82A patent/IN158333B/en unknown
- 1982-07-23 BG BG069499A patent/BG41128A3/xx unknown
- 1982-07-23 BG BG057522A patent/BG39296A3/xx unknown
- 1982-07-28 HU HU854803A patent/HU194218B/hu not_active IP Right Cessation
- 1982-07-28 DE DE8282303978T patent/DE3268275D1/de not_active Expired
- 1982-07-28 AT AT82303978T patent/ATE17240T1/de not_active IP Right Cessation
- 1982-07-28 HU HU822424A patent/HU190403B/hu not_active IP Right Cessation
- 1982-07-28 EP EP82303978A patent/EP0077603B1/en not_active Expired
- 1982-07-28 RO RO82108312A patent/RO84705A/ro unknown
- 1982-07-30 NO NO822612A patent/NO155621C/no unknown
- 1982-07-30 IE IE1854/82A patent/IE53642B1/en not_active IP Right Cessation
- 1982-07-30 CA CA000408464A patent/CA1179340A/en not_active Expired
- 1982-07-30 AU AU86612/82A patent/AU540072B2/en not_active Ceased
- 1982-07-31 KR KR8203437A patent/KR860001316B1/ko active
- 1982-08-02 MX MX7394A patent/MX154916A/es unknown
- 1982-08-02 ES ES514667A patent/ES514667A0/es active Granted
- 1982-08-02 YU YU1679/82A patent/YU42785B/xx unknown
- 1982-08-02 NZ NZ201465A patent/NZ201465A/en unknown
- 1982-08-02 GR GR68923A patent/GR76275B/el unknown
- 1982-08-02 DK DK344482A patent/DK158665C/da not_active IP Right Cessation
- 1982-08-02 FI FI822697A patent/FI77657C/fi not_active IP Right Cessation
- 1982-08-02 IL IL66446A patent/IL66446A0/xx not_active IP Right Cessation
- 1982-08-03 EG EG470/82A patent/EG15833A/xx active
-
1984
- 1984-09-10 YU YU1561/84A patent/YU43377B/xx unknown
-
1985
- 1985-10-16 IN IN863/DEL/85A patent/IN163420B/en unknown
-
1986
- 1986-05-07 NO NO86861822A patent/NO168532C/no unknown
-
1987
- 1987-08-20 KE KE3754A patent/KE3754A/xx unknown
- 1987-08-27 SG SG701/87A patent/SG70187G/en unknown
- 1987-12-24 HK HK993/87A patent/HK99387A/xx unknown
- 1987-12-30 MY MY731/87A patent/MY8700731A/xx unknown
-
1988
- 1988-01-13 JP JP63005697A patent/JPS63253066A/ja active Granted
- 1988-10-14 DK DK575188A patent/DK158674C/da active
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