KR830010068A - 1-(4-클로로-벤조일)-5-메톡시-2-메틸-3-인돌릴-아세토하이드로삼산의 제조방법 - Google Patents
1-(4-클로로-벤조일)-5-메톡시-2-메틸-3-인돌릴-아세토하이드로삼산의 제조방법 Download PDFInfo
- Publication number
- KR830010068A KR830010068A KR1019820001495A KR820001495A KR830010068A KR 830010068 A KR830010068 A KR 830010068A KR 1019820001495 A KR1019820001495 A KR 1019820001495A KR 820001495 A KR820001495 A KR 820001495A KR 830010068 A KR830010068 A KR 830010068A
- Authority
- KR
- South Korea
- Prior art keywords
- methyl
- indolyl
- methoxy
- process according
- acid
- Prior art date
Links
- 125000000242 4-chlorobenzoyl group Chemical group ClC1=CC=C(C(=O)*)C=C1 0.000 title claims 3
- 239000002253 acid Substances 0.000 title claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical group ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000001477 organic nitrogen group Chemical group 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical group CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000008282 halocarbons Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 229940086542 triethylamine Drugs 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
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
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
- C07D209/28—1-(4-Chlorobenzoyl)-2-methyl-indolyl-3-acetic acid, substituted in position 5 by an oxygen or nitrogen atom; Esters thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (6)
- 다음 일반식(Ⅱ)의 1-(4-클로로-벤조일)-5-메톡시-2-메틸-3-인돌일-아세트산을 4급 유기질소 함유 염기 존재하에서 다음 일반식(Ⅴ)의 알킬할로 카보네이트와 반응시켜 다음 일반식(Ⅳ)의 혼합무수물을 수득하며 또 이를 온도 약 -10내지 50℃의 불활성유기 용매중에서 하이드록실아민과 반응시킴을 특징으로하는 다음 일반식(Ⅰ)의 1-(4-클로로벤조일)-5-메톡시-2-메틸-3-인돌일-아세토하이드록삼산의 제조방법.상기 일반식에서, R은 4-클로로벤조일기이고, Hal은 할로겐원자이며, 또 알킬은 메틸, 에틸, 프로필, 이소프로필, 부틸, 이소부틸 및 2급-부틸이다.
- 제1항에 있어서 알킬할로카보네이트가 에틸-클로로카보네이트인 제조방법.
- 제1항에 있어서 4급 유기 질소함유 염기가 트리에틸 아민인 제조방법.
- 제1항에 있어서 반응물질을 거의 동일 몰비율로 사용하는 제조방법.
- 제1항에 있어서 불활성 유기용매를 저급할로겐화 탄화수소, 벤젠, 톨루엔, 키실렌 및 이들의 유사체 또는 혼합물중에서 선정한 제조방법.
- 제5항에 있어서 용매가 클로로포름인 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT20918/81A IT1144692B (it) | 1981-04-03 | 1981-04-03 | Nuovo procedimento per la preparazione dell'acido 1-p-clorobenzoil-2-metil-5-metossi-2-indolacetoidrossammico |
| IT20918/81 | 1981-04-03 | ||
| IT20918 | 1981-04-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830010068A true KR830010068A (ko) | 1983-12-26 |
| KR860000649B1 KR860000649B1 (ko) | 1986-05-28 |
Family
ID=11174057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8201495A KR860000649B1 (ko) | 1981-04-03 | 1982-04-03 | 1-(4-클로로-벤조일)-5-메톡시-2-메틸-3-인돌일-아세토하이드록삼산의 제조방법 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4455432A (ko) |
| JP (1) | JPS57176955A (ko) |
| KR (1) | KR860000649B1 (ko) |
| BE (1) | BE892645A (ko) |
| CA (1) | CA1164456A (ko) |
| DE (1) | DE3211663A1 (ko) |
| ES (1) | ES8302654A1 (ko) |
| FR (1) | FR2503154A1 (ko) |
| GB (1) | GB2097388B (ko) |
| IT (1) | IT1144692B (ko) |
| NL (1) | NL8201420A (ko) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59204172A (ja) * | 1983-04-28 | 1984-11-19 | Kowa Co | アセメタシンの製造法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2397508A (en) * | 1943-05-29 | 1946-04-02 | Standard Oil Co | Hydroxamic acids |
| US2785191A (en) * | 1952-07-03 | 1957-03-12 | Ciba Pharm Prod Inc | Acylmercapto-alkylamines and process for the manufacture thereof |
| FR1579495A (ko) * | 1968-01-22 | 1969-08-29 | ||
| IT1036004B (it) * | 1968-05-21 | 1979-10-30 | Abc Ist Biolog Chem Spa | Acidt 3 indolil adetoidrossamici |
| DE2008332C3 (de) * | 1970-02-23 | 1980-05-22 | Istituto Biologico Chemioterapico Abc S.P.A., Turin (Italien) | 2-Methyl-S-methoxy-3-indolylacetohydroxamsäuren, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
| DE2413125C2 (de) * | 1974-03-15 | 1983-06-30 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Indolylacetylaminosäurederivate, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneipräparate |
| US4186133A (en) * | 1978-02-23 | 1980-01-29 | Istituto Biologico Chemioterapico "Abc" S.P.A. | Process for the preparation of an indole-3-acetohydroxamic acid |
-
1981
- 1981-04-03 IT IT20918/81A patent/IT1144692B/it active
-
1982
- 1982-03-17 CA CA000398632A patent/CA1164456A/en not_active Expired
- 1982-03-18 GB GB8207987A patent/GB2097388B/en not_active Expired
- 1982-03-22 US US06/360,819 patent/US4455432A/en not_active Expired - Fee Related
- 1982-03-24 FR FR8205032A patent/FR2503154A1/fr active Granted
- 1982-03-26 BE BE2/59647A patent/BE892645A/nl not_active IP Right Cessation
- 1982-03-30 DE DE19823211663 patent/DE3211663A1/de active Granted
- 1982-04-01 ES ES511037A patent/ES8302654A1/es not_active Expired
- 1982-04-01 JP JP57055003A patent/JPS57176955A/ja active Granted
- 1982-04-02 NL NL8201420A patent/NL8201420A/nl not_active Application Discontinuation
- 1982-04-03 KR KR8201495A patent/KR860000649B1/ko active
Also Published As
| Publication number | Publication date |
|---|---|
| GB2097388B (en) | 1985-01-03 |
| FR2503154A1 (fr) | 1982-10-08 |
| ES511037A0 (es) | 1983-02-01 |
| JPH0149151B2 (ko) | 1989-10-23 |
| GB2097388A (en) | 1982-11-03 |
| IT1144692B (it) | 1986-10-29 |
| JPS57176955A (en) | 1982-10-30 |
| NL8201420A (nl) | 1982-11-01 |
| BE892645A (nl) | 1982-07-16 |
| IT8120918A0 (it) | 1981-04-03 |
| CA1164456A (en) | 1984-03-27 |
| FR2503154B1 (ko) | 1985-05-17 |
| DE3211663C2 (ko) | 1990-12-13 |
| DE3211663A1 (de) | 1982-10-21 |
| US4455432A (en) | 1984-06-19 |
| ES8302654A1 (es) | 1983-02-01 |
| KR860000649B1 (ko) | 1986-05-28 |
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