FI66848C - Foerfarande foer framstaellning av 1-alkylpyrrol-2-aettiksyraderivat den i foerfarandet anvaenda mellanprodukten och dess framstaellning - Google Patents

Foerfarande foer framstaellning av 1-alkylpyrrol-2-aettiksyraderivat den i foerfarandet anvaenda mellanprodukten och dess framstaellning Download PDF

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Publication number
FI66848C
FI66848C FI783768A FI783768A FI66848C FI 66848 C FI66848 C FI 66848C FI 783768 A FI783768 A FI 783768A FI 783768 A FI783768 A FI 783768A FI 66848 C FI66848 C FI 66848C
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FI
Finland
Prior art keywords
acetic acid
formula
cyano
reaction
pyrrole
Prior art date
Application number
FI783768A
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English (en)
Finnish (fi)
Other versions
FI66848B (fi
FI783768A (fi
Inventor
Kiyosi Kondo
Minoru Suda
Daiei Tunemoto
Original Assignee
Sagami Chem Res
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP14658277A external-priority patent/JPS5481264A/ja
Priority claimed from JP14658177A external-priority patent/JPS5490171A/ja
Application filed by Sagami Chem Res filed Critical Sagami Chem Res
Publication of FI783768A publication Critical patent/FI783768A/fi
Publication of FI66848B publication Critical patent/FI66848B/fi
Application granted granted Critical
Publication of FI66848C publication Critical patent/FI66848C/fi

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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
    • C07D207/32Heterocyclic 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
    • C07D207/33Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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
    • C07D207/32Heterocyclic 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
    • C07D207/33Heterocyclic 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
    • C07D207/337Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/30Heterocyclic 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
    • C07D207/34Heterocyclic 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.
FI783768A 1977-12-08 1978-12-07 Foerfarande foer framstaellning av 1-alkylpyrrol-2-aettiksyraderivat den i foerfarandet anvaenda mellanprodukten och dess framstaellning FI66848C (fi)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP14658277A JPS5481264A (en) 1977-12-08 1977-12-08 Preparation of 1-methyl-5-aroylpryrrole-2-acetic acid
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

Publications (3)

Publication Number Publication Date
FI783768A FI783768A (fi) 1979-06-09
FI66848B FI66848B (fi) 1984-08-31
FI66848C true 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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
FI66848B (fi) 1984-08-31
AU4231378A (en) 1979-06-14
GB2014131A (en) 1979-08-22
US4238396A (en) 1980-12-09
AU529229B2 (en) 1983-06-02
DE2852975A1 (de) 1979-06-13
GB2014131B (en) 1982-09-02
CA1121364A (en) 1982-04-06
FR2414040A1 (fr) 1979-08-03
FR2414040B1 (sv) 1982-03-05
DK553378A (da) 1979-06-09
FR2411180B1 (sv) 1982-07-09
IT7852240A0 (it) 1978-12-07
ES475807A1 (es) 1979-04-16
SE7811704L (sv) 1979-06-09
PH17068A (en) 1984-05-24
DE2852975C2 (de) 1982-04-08
FR2411180A1 (fr) 1979-07-06
IT1157750B (it) 1987-02-18
CH644103A5 (de) 1984-07-13
FI783768A (fi) 1979-06-09
SE435278B (sv) 1984-09-17
IE47793B1 (en) 1984-06-27
IE782419L (en) 1979-06-08
PH15394A (en) 1982-12-23
LU80620A1 (de) 1979-06-15
NL7811940A (nl) 1979-06-12

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Owner name: SAGAMI CHEMICAL RESEARCH CENTER