KR840001963A - 피록시캄 및 그 중간체의 제조방법 - Google Patents

피록시캄 및 그 중간체의 제조방법 Download PDF

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Publication number
KR840001963A
KR840001963A KR1019820004482A KR820004482A KR840001963A KR 840001963 A KR840001963 A KR 840001963A KR 1019820004482 A KR1019820004482 A KR 1019820004482A KR 820004482 A KR820004482 A KR 820004482A KR 840001963 A KR840001963 A KR 840001963A
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South Korea
Prior art keywords
group
inert solvent
reaction
general formula
polar
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KR1019820004482A
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English (en)
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KR850001223B1 (ko
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도우글라스 우리크스 폴
Original Assignee
윌리암 데이비스 휸
화이자 인코포레이티드
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Priority claimed from US06/308,746 external-priority patent/US4376204A/en
Application filed by 윌리암 데이비스 휸, 화이자 인코포레이티드 filed Critical 윌리암 데이비스 휸
Publication of KR840001963A publication Critical patent/KR840001963A/ko
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Publication of KR850001223B1 publication Critical patent/KR850001223B1/ko

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    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Crystals, And After-Treatments Of Crystals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compounds Of Unknown Constitution (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

내용 없음

Description

피록시캄 및 그 중간체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (6)

  1. 하기 일반식(Ⅲ)의 화합물을 2당량 이상의 금속하이드라이드, 2당량 이상의 탄소원자 1개 내지 4개를 갖는 알칼리금속 알콕사이드, 2당량 이상의 칼륨 헥사메틸 디실라잔 및 2당량 이상의 칼륨 디이소프로필아민으로 이루어진 그룹중에서 선택되는 염기의 존재하에서 극성, 반응-불활성 용매내의 하기 일반식 (Ⅴ)중에서 선택되는 화합물과 반응이 거의 완결될때까지 약 25℃내지 약 70℃의 온도에서 반응시킴을 특징으로 하여 하기 일반식(Ⅰ)중에서 선택되는 화합물을 제조하는 방법.
    여기에서, Y는 1개 내지 4개의 탄소원자를 갖는 알콕시, 2-메톡시에톡시 및 2-피리딜이미노로 이루어진 그룹중에서 선택되며, X는 클로로, 브로모 및 요오도로 이루어진 그룹중에서 선택된다.
  2. 제1항에 있어서, 극성 반응-불활성 용매가 디메틸포름아미드 디메틸아세트아미드, 디메틸설폭사이드, 헥사메틸포스포르아미드 및 1-메틸-2-피롤리돈으로 이루어진 그룹중에서 선택되는 방법.
  3. 제2항에 있어서, 극성 반응-불활성 용매가 디메틸 설폭사이드 및 디메틸포름아미드로 이루어진 그룹중에서 선택되며, 금속 하이드라이드가 나트륨 하이드라이드인 방법.
  4. 하기 일반식(Ⅱ)중에서 선택되는 화합물을 극성 반응-불활성 용매내에서 금속 하이드라이드 1당량과 반응이 거의 완결될때까지 약 25℃내지 약 50℃의 온도에서 반응시킴을 특징으로 하여 하기 일반식(Ⅵ)중에서 선택되는 화합물을 제조하는 방법.
    여기에서, R1은 1개 내지 4개의 탄소원자를 갖는 알콕시 및 2-메톡시에톡시로 이루어진 그룹중에서 선택되며; X는 클로로, 브로모 및 요오도로 이루어진 그룹중에서 선택된다.
  5. 제4항에 있어서, 극성 반응- 불활성 용매가 디메틸포름-아미드, 디메틸아세트아미드, 디메틸설폭사이드, 헥사메틸포스포르-아미드 및 1-메틸-2-피롤리돈으로 이루어진 그룹중에서 선택되는 방법.
  6. 제5항에 있어서, 반응-불활성 용매가 디메틸설폭사이드 및 디메틸포름아미드로 이루어진 그룹중에서 선택되며, 금속 하이드라이드가 나트륨 하이드라이드인 방법.
    ※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
KR8204482A 1981-10-05 1982-10-05 피록시캄 및 그 중간체의 제조방법 KR850001223B1 (ko)

Applications Claiming Priority (4)

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
US308,746 1981-10-05
US41303682A 1982-09-02 1982-09-02
US413,036 1982-09-02

Publications (2)

Publication Number Publication Date
KR840001963A true KR840001963A (ko) 1984-06-07
KR850001223B1 KR850001223B1 (ko) 1985-08-23

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
KR8204482A KR850001223B1 (ko) 1981-10-05 1982-10-05 피록시캄 및 그 중간체의 제조방법

Country Status (27)

Country Link
EP (1) EP0076643B1 (ko)
KR (1) KR850001223B1 (ko)
AT (1) ATE11916T1 (ko)
AU (1) AU534759B2 (ko)
BG (2) BG40812A3 (ko)
CA (1) CA1187873A (ko)
DD (2) DD203051A5 (ko)
DE (1) DE3262440D1 (ko)
DK (2) DK154646C (ko)
EG (1) EG15847A (ko)
ES (2) ES516208A0 (ko)
FI (1) FI75342C (ko)
GR (1) GR77345B (ko)
HK (1) HK52687A (ko)
HU (1) HU186977B (ko)
IE (1) IE53957B1 (ko)
IL (1) IL66921A0 (ko)
IN (1) IN159273B (ko)
MY (1) MY8700510A (ko)
NO (1) NO157140C (ko)
NZ (1) NZ202062A (ko)
PH (2) PH17991A (ko)
PL (2) PL136931B1 (ko)
PT (1) PT75642B (ko)
RO (2) RO84510B (ko)
SG (1) SG22987G (ko)
YU (2) YU42804B (ko)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2221191T3 (es) * 1997-09-05 2004-12-16 Warner-Lambert Company Llc Ciertos dioxidos de benzotiazina, antagonistas de endotelina y procedimientos para su preparacion.

Family Cites Families (9)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
PT75642A (en) 1982-11-01
RO86733A (ro) 1985-04-17
IE53957B1 (en) 1989-04-26
FI75342C (fi) 1988-06-09
PT75642B (en) 1985-12-09
ES522788A0 (es) 1984-09-01
IE822393L (en) 1983-04-05
YU42903B (en) 1988-12-31
DK154139C (da) 1989-03-06
DD203051A5 (de) 1983-10-12
DK204888D0 (da) 1988-04-14
EP0076643A1 (en) 1983-04-13
RO84510A (ro) 1984-06-21
NO157140B (no) 1987-10-19
MY8700510A (en) 1987-12-31
YU42804B (en) 1988-12-31
ES8407034A1 (es) 1984-09-01
PH17991A (en) 1985-02-28
BG40812A3 (en) 1987-02-16
IL66921A0 (en) 1982-12-31
NO157140C (no) 1988-02-03
YU156084A (en) 1985-04-30
DK154646B (da) 1988-12-05
NO823330L (no) 1983-04-06
HK52687A (en) 1987-07-17
YU222882A (en) 1985-04-30
SG22987G (en) 1987-07-10
HU186977B (en) 1985-10-28
IN159273B (ko) 1987-04-25
FI75342B (fi) 1988-02-29
ES8400418A1 (es) 1983-11-01
FI823366L (fi) 1983-04-06
FI823366A0 (fi) 1982-10-04
DD216460A5 (de) 1984-12-12
DK154646C (da) 1989-05-08
PL136540B1 (en) 1986-02-28
RO86733B (ro) 1985-05-01
PL244761A1 (en) 1984-07-16
PL238506A1 (en) 1984-04-09
KR850001223B1 (ko) 1985-08-23
AU534759B2 (en) 1984-02-16
DK154139B (da) 1988-10-17
ATE11916T1 (de) 1985-03-15
EP0076643B1 (en) 1985-02-20
DK204888A (da) 1988-04-14
NZ202062A (en) 1985-08-30
DK439482A (da) 1983-04-06
BG40811A3 (en) 1987-02-16
GR77345B (ko) 1984-09-11
CA1187873A (en) 1985-05-28
ES516208A0 (es) 1983-11-01
PH19297A (en) 1986-03-05
PL136931B1 (en) 1986-04-30
EG15847A (en) 1987-04-30
RO84510B (ro) 1984-08-30
DE3262440D1 (en) 1985-03-28
AU8891782A (en) 1983-04-14

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