JPS55115868A - Beta,beta,beta-trihalo-alpha-hydroxyethyl substituted-2-aroyl pyrrole derivative - Google Patents
Beta,beta,beta-trihalo-alpha-hydroxyethyl substituted-2-aroyl pyrrole derivativeInfo
- Publication number
- JPS55115868A JPS55115868A JP2253479A JP2253479A JPS55115868A JP S55115868 A JPS55115868 A JP S55115868A JP 2253479 A JP2253479 A JP 2253479A JP 2253479 A JP2253479 A JP 2253479A JP S55115868 A JPS55115868 A JP S55115868A
- Authority
- JP
- Japan
- Prior art keywords
- beta
- trihalo
- alpha
- methyl
- pyrrole derivative
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- YLDDGZQCRPTKIH-UHFFFAOYSA-N (1-methylpyrrol-2-yl)-phenylmethanone Chemical compound CN1C=CC=C1C(=O)C1=CC=CC=C1 YLDDGZQCRPTKIH-UHFFFAOYSA-N 0.000 abstract 1
- AAAHQAFTBHGPSU-UHFFFAOYSA-N (4-methylphenyl)-[1-methyl-5-(2,2,2-trichloro-1-hydroxyethyl)pyrrol-2-yl]methanone Chemical compound C1=CC(C)=CC=C1C(=O)C1=CC=C(C(O)C(Cl)(Cl)Cl)N1C AAAHQAFTBHGPSU-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
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
- C07D207/333—Radicals substituted by oxygen or sulfur 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
NEW MATERIAL:A β,β,β-trihalo-α-hydroxyethyl substituted-2-aroyl-pyrrole derivative of formula I (R is lower alkyl group; Y is H, lower alkyl or alkoxy group, or halogen; X is Cl or Br).
EXAMPLE: 1-Methyl-2-(2,2,2-trichloro-1-hydroxyethyl)-5-p-toluoylpyrrole.
USE: A precursor for preparing an anti-inflammatory agent 1-methyl-5-aroylpyrrole- acetic acid.
PROCESS: An 2-aroylpyrrole derivative of formula II, e.g. 2-benzoyl-1-methyl-pyrrole, is reacted with a trihaloacetaldehyde in the presence of an acidic catalyst to form the compound of formulaI. Alternatively, a compound of formula III is reacted with a trihalomethane in the presence of a base.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP54022534A JPS5848553B2 (en) | 1979-03-01 | 1979-03-01 | β, β, β↓-trihalo↓-α↓-hydroxyethyl-substituted↓-2↓-aroylpyrrole derivative |
IT47714/80A IT1143924B (en) | 1979-03-01 | 1980-01-25 | 2-AROYLPYRROL BETA, BETA-BETA-TRIALOGEN-ALPHA-HYDROXYETHYL SUBSTITUTES REPLACED |
CH160080A CH642625A5 (en) | 1979-03-01 | 1980-02-28 | beta,beta,beta-Trihalo-alpha-hydroxyethyl-substituted 2-aroylpyrrole derivatives |
SE8001554A SE446982B (en) | 1979-03-01 | 1980-02-28 | BETA, BETA, BETA-TRIHALOGENO-ALFA-HYDROXYETHYL-SUBSTITUTED-2-AROYLPYR ROLLER DERIVATIVES FOR USE AS INTERMEDIATE IN THE PREPARATION OF ETHIC ACID COMPOUNDS |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP54022534A JPS5848553B2 (en) | 1979-03-01 | 1979-03-01 | β, β, β↓-trihalo↓-α↓-hydroxyethyl-substituted↓-2↓-aroylpyrrole derivative |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS55115868A true JPS55115868A (en) | 1980-09-06 |
JPS5848553B2 JPS5848553B2 (en) | 1983-10-28 |
Family
ID=12085457
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP54022534A Expired JPS5848553B2 (en) | 1979-03-01 | 1979-03-01 | β, β, β↓-trihalo↓-α↓-hydroxyethyl-substituted↓-2↓-aroylpyrrole derivative |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPS5848553B2 (en) |
CH (1) | CH642625A5 (en) |
IT (1) | IT1143924B (en) |
SE (1) | SE446982B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0783488A4 (en) * | 1994-09-27 | 1998-01-07 | Ono Pharmaceutical Co | Five membered heterocyclic compounds |
-
1979
- 1979-03-01 JP JP54022534A patent/JPS5848553B2/en not_active Expired
-
1980
- 1980-01-25 IT IT47714/80A patent/IT1143924B/en active
- 1980-02-28 SE SE8001554A patent/SE446982B/en not_active IP Right Cessation
- 1980-02-28 CH CH160080A patent/CH642625A5/en not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0783488A4 (en) * | 1994-09-27 | 1998-01-07 | Ono Pharmaceutical Co | Five membered heterocyclic compounds |
Also Published As
Publication number | Publication date |
---|---|
IT8047714A0 (en) | 1980-01-25 |
CH642625A5 (en) | 1984-04-30 |
JPS5848553B2 (en) | 1983-10-28 |
SE8001554L (en) | 1980-09-02 |
IT1143924B (en) | 1986-10-29 |
SE446982B (en) | 1986-10-20 |
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