FI66848B - Foerfarande foer framstaellning av 1-alkylpyrrol-2-aettiksyraderivat den i foerfarandet anvaenda mellanprodukter och dess framstaellning - Google Patents
Foerfarande foer framstaellning av 1-alkylpyrrol-2-aettiksyraderivat den i foerfarandet anvaenda mellanprodukter och dess framstaellning Download PDFInfo
- Publication number
- FI66848B FI66848B FI783768A FI783768A FI66848B FI 66848 B FI66848 B FI 66848B FI 783768 A FI783768 A FI 783768A FI 783768 A FI783768 A FI 783768A FI 66848 B FI66848 B FI 66848B
- Authority
- FI
- Finland
- Prior art keywords
- acetic acid
- formula
- cyano
- reaction
- pyrrole
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/337—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Claims (8)
1. Förfarande för framställning av 5-acyl-1-alkylpyrrol- 2-ättiksyraderivat med formeln Ί Ϊ R'C^ CH-COOH I M f £ o ! R väri R är C^_^alkyl och R' är alkylfenyl, känneteck- n a t därav, att man omsätter 5-cyan-t-alkylpyrrol-2-ättiksyra med formeln XX NC Ij CH2COOH II R med en Grignard-förening med formeln R'MgX III i vilka formler R och R' har ovan nämnda betydelse och X är halogen, och hydrolyserar den erhällna reaktionsprodukten.
2. Förfarande enligt patentkravet 1, känneteck-n a t därav,att man använder mer än 2 mol av Grignard-föreningen med formeln III per en mol 5-cyan-1-alkylpyrrol-2-ättiksyraderi-vat med formeln II.
3. Förfarande enligt patentkravet 1, känneteck-n a t därav, att Grignard-föreningen med formeln III är en p-tolyl-Grignard-förening.
4. Förfarande enligt patentkravet 1, känneteck-n a t därav, att föreningen med formeln II är 5-cyan-1-metyl-pyrrol-2-ättiksyra.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14658177 | 1977-12-08 | ||
JP14658277 | 1977-12-08 | ||
JP14658177A JPS5490171A (en) | 1977-12-08 | 1977-12-08 | 5-cyano-1-methylpyrrole-2-acetic acid and its preparation |
JP14658277A JPS5481264A (en) | 1977-12-08 | 1977-12-08 | Preparation of 1-methyl-5-aroylpryrrole-2-acetic acid |
Publications (3)
Publication Number | Publication Date |
---|---|
FI783768A FI783768A (fi) | 1979-06-09 |
FI66848B true FI66848B (fi) | 1984-08-31 |
FI66848C FI66848C (fi) | 1984-12-10 |
Family
ID=26477382
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI783768A FI66848C (fi) | 1977-12-08 | 1978-12-07 | Foerfarande foer framstaellning av 1-alkylpyrrol-2-aettiksyraderivat den i foerfarandet anvaenda mellanprodukten och dess framstaellning |
Country Status (16)
Country | Link |
---|---|
US (1) | US4238396A (sv) |
AU (1) | AU529229B2 (sv) |
CA (1) | CA1121364A (sv) |
CH (1) | CH644103A5 (sv) |
DE (1) | DE2852975C2 (sv) |
DK (1) | DK553378A (sv) |
ES (1) | ES475807A1 (sv) |
FI (1) | FI66848C (sv) |
FR (2) | FR2411180A1 (sv) |
GB (1) | GB2014131B (sv) |
IE (1) | IE47793B1 (sv) |
IT (1) | IT1157750B (sv) |
LU (1) | LU80620A1 (sv) |
NL (1) | NL7811940A (sv) |
PH (2) | PH15394A (sv) |
SE (1) | SE435278B (sv) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4359422A (en) * | 1979-04-09 | 1982-11-16 | Ethyl Corporation | Acid stabilized compositions of 2,2,2-trichloro-1-(N-hydrocarbylpyrryl-2)-ethanol |
US4246175A (en) | 1979-05-29 | 1981-01-20 | Ethyl Corporation | Synthesis of 5-cyano-1-hydrocarbylpyrrole-2-acetic acid |
US4335136A (en) * | 1980-04-18 | 1982-06-15 | E. I. Du Pont De Nemours And Company | Anti-inflammatory 4,5-diaryl-α-(polyfluoroalkyl)-1H-pyrrole-2-methanamines |
EP0044485A1 (en) * | 1980-07-21 | 1982-01-27 | E.I. Du Pont De Nemours And Company | Antiinflammatory 2,3-diaryl-5(2,2,2-trifluoro-1-(trifluoromethyl)-ethyl)-1H-pyrroles |
US4528382A (en) * | 1982-11-16 | 1985-07-09 | Mcneilab, Inc. | Imidoyl substituted pyrroles |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3313852A (en) * | 1960-06-03 | 1967-04-11 | Smith Kline French Lab | Trifluoromethyl substituted o-aminophenyl ketimines |
US3752826A (en) * | 1970-01-26 | 1973-08-14 | Mcneilab Inc | Aroyl substituted pyrroles |
SE396949B (sv) * | 1970-06-15 | 1977-10-10 | Mcneilab Inc | Forfarande for framstellning av aroyl-substituerade pyrroler med terapeutisk verkan |
BE794161A (fr) * | 1972-01-21 | 1973-07-17 | Mcneilab Inc | Acides 5-cinnamoyl-pyrrole-2-acetiques et leurs esters |
US3803171A (en) * | 1972-01-21 | 1974-04-09 | Mc Neil Labor Inc | 5-phenylacetyl-pyrroles |
US3998844A (en) * | 1975-06-02 | 1976-12-27 | Mcneil Laboratories, Incorporated | Uncatalyzed aroylation of 1-alkylpyrrole-2-acetic acid derivatives |
-
1978
- 1978-11-13 SE SE7811704A patent/SE435278B/sv unknown
- 1978-11-27 US US05/963,673 patent/US4238396A/en not_active Expired - Lifetime
- 1978-12-04 GB GB7847086A patent/GB2014131B/en not_active Expired
- 1978-12-06 PH PH21894A patent/PH15394A/en unknown
- 1978-12-07 ES ES475807A patent/ES475807A1/es not_active Expired
- 1978-12-07 FI FI783768A patent/FI66848C/fi not_active IP Right Cessation
- 1978-12-07 IE IE2419/78A patent/IE47793B1/en unknown
- 1978-12-07 FR FR7834471A patent/FR2411180A1/fr active Granted
- 1978-12-07 CH CH1248078A patent/CH644103A5/de not_active IP Right Cessation
- 1978-12-07 DE DE2852975A patent/DE2852975C2/de not_active Expired
- 1978-12-07 IT IT52240/78A patent/IT1157750B/it active
- 1978-12-07 DK DK553378A patent/DK553378A/da not_active Application Discontinuation
- 1978-12-07 LU LU80620A patent/LU80620A1/de unknown
- 1978-12-07 NL NL7811940A patent/NL7811940A/xx not_active Application Discontinuation
- 1978-12-07 CA CA000317552A patent/CA1121364A/en not_active Expired
- 1978-12-07 AU AU42313/78A patent/AU529229B2/en not_active Expired
-
1979
- 1979-04-13 FR FR7909463A patent/FR2414040A1/fr active Granted
- 1979-11-08 PH PH23259A patent/PH17068A/en unknown
Also Published As
Publication number | Publication date |
---|---|
GB2014131A (en) | 1979-08-22 |
DK553378A (da) | 1979-06-09 |
SE435278B (sv) | 1984-09-17 |
FR2411180A1 (fr) | 1979-07-06 |
FR2414040A1 (fr) | 1979-08-03 |
DE2852975C2 (de) | 1982-04-08 |
SE7811704L (sv) | 1979-06-09 |
PH15394A (en) | 1982-12-23 |
IE782419L (en) | 1979-06-08 |
PH17068A (en) | 1984-05-24 |
FR2414040B1 (sv) | 1982-03-05 |
FI66848C (fi) | 1984-12-10 |
DE2852975A1 (de) | 1979-06-13 |
CH644103A5 (de) | 1984-07-13 |
IT7852240A0 (it) | 1978-12-07 |
US4238396A (en) | 1980-12-09 |
IE47793B1 (en) | 1984-06-27 |
FI783768A (fi) | 1979-06-09 |
NL7811940A (nl) | 1979-06-12 |
ES475807A1 (es) | 1979-04-16 |
CA1121364A (en) | 1982-04-06 |
IT1157750B (it) | 1987-02-18 |
GB2014131B (en) | 1982-09-02 |
AU4231378A (en) | 1979-06-14 |
FR2411180B1 (sv) | 1982-07-09 |
LU80620A1 (de) | 1979-06-15 |
AU529229B2 (en) | 1983-06-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM | Patent lapsed |
Owner name: SAGAMI CHEMICAL RESEARCH CENTER |