IL29324A - New esters of 5-nitroimidazole-2-carboxylic acids and process for their preparation - Google Patents
New esters of 5-nitroimidazole-2-carboxylic acids and process for their preparationInfo
- Publication number
- IL29324A IL29324A IL2932464A IL2932464A IL29324A IL 29324 A IL29324 A IL 29324A IL 2932464 A IL2932464 A IL 2932464A IL 2932464 A IL2932464 A IL 2932464A IL 29324 A IL29324 A IL 29324A
- Authority
- IL
- Israel
- Prior art keywords
- preparation
- nitroimidazole
- esters
- formula
- ethyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/84—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
- C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Basic Packing Technique (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
PATENTS AND DESIGNS ORDINANCE SPECIFICATION eaters of 5 carboxylic acids and process for their preparation a Corporation of of do hereby declare the of this invention and in what the same is to be particularly and ascertained in and following This invention relates to new esters of acid which are mediates in certain syntheses of the corresponding logically active The new esters according to invention are presented by the formula wherein and Y are the same or different lower alkyl Examples of such alkyl radicals are isobutyl and the The invention also consists i a process for the preparation of compounds of formula I above represented by the reaction scheme The rst step of the above reaction scheme sists in contacting a compound of II above with a lower in the presence a to form the of formula III A solution of the imidazole in an hydrous lower such as and is contacted with a catalytic amount of a strong and preferably with an alkali or alkaline earth metal Bases as sodium sodium and like are quite of the of formula III takes place at about temperature in from higher up to the reflux temperature of the lower shorter reaction times are The is quite soluble the reaction and is recovered by precipitation therefrom and The of formula III is then converted to a ester of by treatment with aqueous mineral Dilute mineral acids such as and sulfuric acid are normally yields of ester are obtained by allowing an acidified solvent solution of the to stand at room temperature for at least although longer reaction do not have an adverse She resulting esters such as methyl ethyl h and propyl are conveniently recovered in highly by extraction into a organic and sequent removal of the She esters are useful in and which latter substances have substantial activity against turkey The preparation of the nitroimidazole compounds of formula II used as starting materials in the process according to the invention has been disclosed Israel Patent Application The invention is illustrated by the following to it is not Sthyl of is dissolved by warming in 15 of absolute cohol and to the resulting solution there is added 100 of potassium After stirring to dissolve the the solution is allowed to stand 1 hours at room On cooling and scratching profuse precipitation of ethyl resulting is cooled in ice and the solid tered off and twice with cold It is dried to give ethyl Ethyl A solution of g of ethyl in 30 of is treated 30 of I and the mixture allowed to stand for 20 minutes at room reaction mixture is then diluted with about 150 of water and extracted with three 100 portions of ether extracts are dried over and evaporated to dryness in vacuo to substantially pure ethyl latter material is converted to nitroi as follows 500 of ester is dissolved in 5 of warm and the solution added with stirring to 8 of cold concentrated ammonium of and the is allowed to stand in the cold zation is crystals are then removed tion and trashed with cold The product is purified from to Reaction with aqueous of gives meth These are effective against turkey disease fod to at a dose level of about weight in the insufficientOCRQuality
Claims (1)
1. Claim 1 and contacting this latter compound with aqueous mineral A process for preparation of ethyl according to Claim which prises intimately contacting with ethanol in the presence of a strong base to form ethyl and treating this latter with aqueous A process for the preparation of esters of acids according to Claim substantially as deccribed acid esters according to prepared by the according to any of Claims 3 to Dated For the Applicants insufficientOCRQuality
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30067563A | 1963-08-07 | 1963-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL29324A true IL29324A (en) | 1968-08-22 |
Family
ID=23160128
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2932464A IL29324A (en) | 1963-08-07 | 1964-07-24 | New esters of 5-nitroimidazole-2-carboxylic acids and process for their preparation |
| IL2175864A IL21758A (en) | 1963-08-07 | 1964-07-24 | Imidazole compounds and methods of preparing them |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2175864A IL21758A (en) | 1963-08-07 | 1964-07-24 | Imidazole compounds and methods of preparing them |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE651423A (en) |
| BR (1) | BR6461527D0 (en) |
| CH (1) | CH467266A (en) |
| DE (1) | DE1470080A1 (en) |
| DK (4) | DK109264C (en) |
| FR (1) | FR1583154A (en) |
| GB (2) | GB1077692A (en) |
| IL (2) | IL29324A (en) |
| NL (2) | NL139524B (en) |
| NO (1) | NO116163B (en) |
| SE (1) | SE325273B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3676439A (en) * | 1971-04-13 | 1972-07-11 | Hoffmann La Roche | 5,6-dihydro-8,8-dimethyl-3-nitro-8h imidazo(2-1-c) (1,4)oxazine |
| DE102022003986A1 (en) | 2021-10-01 | 2023-04-06 | Tobias Schmallenbach | Multifunctional bag |
-
0
- NL NL139524D patent/NL139524A/xx unknown
-
1964
- 1964-07-24 IL IL2932464A patent/IL29324A/en unknown
- 1964-07-24 IL IL2175864A patent/IL21758A/en unknown
- 1964-08-04 GB GB3156964A patent/GB1077692A/en not_active Expired
- 1964-08-04 GB GB3577766A patent/GB1077696A/en not_active Expired
- 1964-08-05 BE BE651423D patent/BE651423A/xx unknown
- 1964-08-05 DK DK492265A patent/DK109264C/en active
- 1964-08-05 DK DK387064A patent/DK108499C/en active
- 1964-08-05 DK DK492465A patent/DK108153C/en active
- 1964-08-05 DK DK492365A patent/DK108229C/en active
- 1964-08-06 FR FR1583154D patent/FR1583154A/fr not_active Expired
- 1964-08-06 NO NO15428564A patent/NO116163B/no unknown
- 1964-08-06 BR BR16152764A patent/BR6461527D0/en unknown
- 1964-08-06 SE SE955264A patent/SE325273B/xx unknown
- 1964-08-06 DE DE19641470080 patent/DE1470080A1/en active Pending
- 1964-08-07 CH CH1035764A patent/CH467266A/en unknown
- 1964-08-07 NL NL6409120A patent/NL139524B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL139524A (en) | |
| CH467266A (en) | 1969-01-15 |
| NO116163B (en) | 1969-02-10 |
| DE1470080A1 (en) | 1970-01-02 |
| DK108153C (en) | 1967-09-25 |
| BR6461527D0 (en) | 1973-07-17 |
| DK109264C (en) | 1968-04-08 |
| NL6409120A (en) | 1965-02-08 |
| BE651423A (en) | 1965-02-05 |
| DK108499C (en) | 1967-12-27 |
| DK108229C (en) | 1967-10-23 |
| FR1583154A (en) | 1969-10-24 |
| GB1077696A (en) | 1967-08-02 |
| IL21758A (en) | 1968-08-22 |
| GB1077692A (en) | 1967-08-02 |
| SE325273B (en) | 1970-06-29 |
| NL139524B (en) | 1973-08-15 |
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