RO72882B - Process for preparing substituted pyrrole - Google Patents
Process for preparing substituted pyrroleInfo
- Publication number
- RO72882B RO72882B RO79830A RO7983074A RO72882B RO 72882 B RO72882 B RO 72882B RO 79830 A RO79830 A RO 79830A RO 7983074 A RO7983074 A RO 7983074A RO 72882 B RO72882 B RO 72882B
- Authority
- RO
- Romania
- Prior art keywords
- general formula
- lower alkyl
- group
- carbamyl
- carboxy
- 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
- C07D207/34—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
- C07D207/36—Oxygen or sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
-
- 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
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Rheumatology (AREA)
- Pharmacology & Pharmacy (AREA)
- Pain & Pain Management (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
Abstract
Inventia se refera la un procedeu de preparare a pirolului substituit, cu formula generala I . în care R1 reprezinta hidrogen, alchil inferior, fenil eventual substituit cu grupe alchil inferior, cu aloxi, cu benziloxi, cu halogeni, cu hidroxi, cu nitro; R2 reprezinta o grupa acil alifatica, benzoul eventual substituit cu halogen, alcoxi, carbalcoxi, carboxi, carbamil, metil-carbamil, fenilcarbamil, R3 reprezinta hidrogen, alchil inferior , carbalcoxi carbalcoximetil, trifluormetil, carboxi, carbamil, carbozoil, sau R2 si R3 reprezinta împreuna o grupa -CO-(CH2)n în care n are valorile 2,3 sau 4, prin tratarea unui alfa-amino-nitril cu formula generala II: în care R1 are semnificatiile aratate mai sus, cu un compus cu formula generala III:în care R2 si R3 au semnificatiile aratate de mai sus, iar x reprezinta o grupa -C=C- sau -CH2-CO-, reactantii fiind luati în raport molar circa 1 : 1, la o temperatura cuprinsa între temperatura de reflux a amestecului de reactie, în prezenta acidului p-toluen-sulfonic, apoi produsul de reactie izolat este dizolvat în alcool anhudru, la temperatura camerei, iar produsul de reactie poate fi eventual trecut sub forma de clorhidrat în mod cunoscut. The invention relates to a process for the preparation of the substituted pyrrole of the general formula I. wherein R 1 represents hydrogen, lower alkyl, phenyl optionally substituted by lower alkyl, alkoxy, benzyloxy, halogen, hydroxy, nitro; R2 represents an aliphatic acyl group, the benzyl optionally substituted by halogen, alkoxy, carbalkoxy, carboxy, carbamyl, methylcarbamoyl, phenylcarbamoyl, R3 represents hydrogen, lower alkyl, carbalkoxycarboxoxymethyl, trifluoromethyl, carboxy, carbamyl, carbozoyl, or R2 and R3 represents together with a group -CO- (CH2) n wherein n is 2,3 or 4 by treatment of an alpha-aminonitrile of general formula II: wherein R1 has the meanings indicated above with a compound of general formula III : wherein R2 and R3 are as defined above and x represents a group -C = C- or -CH2 -CO-, the reactants being taken in a molar ratio of about 1: 1 at a temperature between the reflux temperature of of the reaction mixture in the presence of p-toluenesulfonic acid, then the isolated reaction product is dissolved in anhydrous alcohol at room temperature and the reaction product may optionally be passed in the form of the hydrochloride in a known manner.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3979073A GB1427945A (en) | 1973-08-22 | 1973-08-22 | Aminopyrrole derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO72882A RO72882A (en) | 1987-02-27 |
| RO72882B true RO72882B (en) | 1987-02-28 |
Family
ID=10411528
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO7491735A RO70535A (en) | 1973-08-22 | 1974-08-19 | PROCESS FOR THE PREPARATION OF 3-AMINOPYPROLE DERIVATIVES |
| RO7491734A RO70534A (en) | 1973-08-22 | 1974-08-19 | PROCESS FOR THE PREPARATION OF 3-AMINOPYRROLE DERIVATIVES |
| RO79830A RO72882B (en) | 1973-08-22 | 1974-08-19 | Process for preparing substituted pyrrole |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO7491735A RO70535A (en) | 1973-08-22 | 1974-08-19 | PROCESS FOR THE PREPARATION OF 3-AMINOPYPROLE DERIVATIVES |
| RO7491734A RO70534A (en) | 1973-08-22 | 1974-08-19 | PROCESS FOR THE PREPARATION OF 3-AMINOPYRROLE DERIVATIVES |
Country Status (27)
| Country | Link |
|---|---|
| JP (1) | JPS5328914B2 (en) |
| AR (3) | AR210246A1 (en) |
| AT (1) | AT336600B (en) |
| BE (1) | BE819088A (en) |
| CA (1) | CA1050556A (en) |
| CH (1) | CH605741A5 (en) |
| CS (1) | CS188201B2 (en) |
| DD (1) | DD113756A5 (en) |
| DE (4) | DE2462963C2 (en) |
| DK (1) | DK156391C (en) |
| ES (3) | ES429446A1 (en) |
| FI (1) | FI61879C (en) |
| FR (1) | FR2241308B1 (en) |
| GB (1) | GB1427945A (en) |
| HU (1) | HU169728B (en) |
| IE (1) | IE40290B1 (en) |
| IL (1) | IL45368A (en) |
| IN (1) | IN140329B (en) |
| LU (1) | LU70764A1 (en) |
| NL (1) | NL7411092A (en) |
| NO (1) | NO143845C (en) |
| PL (2) | PL95235B1 (en) |
| RO (3) | RO70535A (en) |
| SE (1) | SE394429B (en) |
| SU (1) | SU843738A3 (en) |
| YU (1) | YU36926B (en) |
| ZA (1) | ZA744754B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1492663A (en) * | 1975-02-20 | 1977-11-23 | Lepetit Spa | 4-amino-3-pyrrole carboxamides |
| GB1548398A (en) * | 1975-06-05 | 1979-07-11 | Lilly Industries Ltd | Acylamino pyrroles furans and thiophenes |
| DE3212591A1 (en) * | 1982-04-03 | 1983-10-13 | Gödecke AG, 1000 Berlin | 2-PYRROLIN-3-CARBONITRIL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THE SAME |
| JPH0216740U (en) * | 1988-07-21 | 1990-02-02 | ||
| EP0390739B1 (en) * | 1989-03-28 | 1995-08-09 | Ciba-Geigy Ag | Substituted aminopyrroles as stabilisers in chlorinated polymers |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1148909A (en) * | 1965-04-19 | 1969-04-16 | Sumitomo Chemical Co | Process for production of novel phenylhydrazone and phenylhydrazine derivatives |
| GB1187903A (en) * | 1967-09-29 | 1970-04-15 | Sumitomo Chemical Co | Glucuronides of 3-Indolylaliphatic Acid Derivatives and Processes for Producing them |
-
1973
- 1973-08-22 GB GB3979073A patent/GB1427945A/en not_active Expired
-
1974
- 1974-07-27 ZA ZA00744754A patent/ZA744754B/en unknown
- 1974-07-29 IL IL45368A patent/IL45368A/en unknown
- 1974-08-01 YU YU2141/74A patent/YU36926B/en unknown
- 1974-08-08 IE IE1672/74A patent/IE40290B1/en unknown
- 1974-08-08 NO NO742862A patent/NO143845C/en unknown
- 1974-08-16 DE DE2462963A patent/DE2462963C2/en not_active Expired
- 1974-08-16 DE DE2462966A patent/DE2462966C2/en not_active Expired
- 1974-08-16 DD DD180545A patent/DD113756A5/xx unknown
- 1974-08-16 DE DE2462967A patent/DE2462967C2/en not_active Expired
- 1974-08-16 DE DE2439284A patent/DE2439284C2/en not_active Expired
- 1974-08-19 RO RO7491735A patent/RO70535A/en unknown
- 1974-08-19 RO RO7491734A patent/RO70534A/en unknown
- 1974-08-19 RO RO79830A patent/RO72882B/en unknown
- 1974-08-20 IN IN1864/CAL/1974A patent/IN140329B/en unknown
- 1974-08-20 NL NL7411092A patent/NL7411092A/en unknown
- 1974-08-20 LU LU70764A patent/LU70764A1/xx unknown
- 1974-08-21 SU SU742055571A patent/SU843738A3/en active
- 1974-08-21 CH CH1142674A patent/CH605741A5/xx not_active IP Right Cessation
- 1974-08-21 HU HULE754A patent/HU169728B/hu not_active IP Right Cessation
- 1974-08-21 DK DK445974A patent/DK156391C/en active
- 1974-08-21 CA CA207,472A patent/CA1050556A/en not_active Expired
- 1974-08-21 SE SE7410636A patent/SE394429B/en not_active IP Right Cessation
- 1974-08-21 JP JP9600974A patent/JPS5328914B2/ja not_active Expired
- 1974-08-21 FI FI2462/74A patent/FI61879C/en active
- 1974-08-22 ES ES429446A patent/ES429446A1/en not_active Expired
- 1974-08-22 CS CS745833A patent/CS188201B2/en unknown
- 1974-08-22 FR FR7428894A patent/FR2241308B1/fr not_active Expired
- 1974-08-22 BE BE147818A patent/BE819088A/en not_active IP Right Cessation
- 1974-08-22 PL PL1974173617A patent/PL95235B1/pl unknown
- 1974-08-22 PL PL1974189700A patent/PL96806B1/en unknown
- 1974-08-22 AT AT684774A patent/AT336600B/en not_active IP Right Cessation
- 1974-08-27 AR AR255253A patent/AR210246A1/en active
-
1976
- 1976-06-03 AR AR263503A patent/AR210133A1/en active
- 1976-06-03 AR AR263502A patent/AR210132A1/en active
- 1976-07-01 ES ES449425A patent/ES449425A1/en not_active Expired
- 1976-07-01 ES ES449426A patent/ES449426A1/en not_active Expired
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