GB726069A - Succinimide compounds and method for obtaining the same - Google Patents
Succinimide compounds and method for obtaining the sameInfo
- Publication number
- GB726069A GB726069A GB2251/53A GB225153A GB726069A GB 726069 A GB726069 A GB 726069A GB 2251/53 A GB2251/53 A GB 2251/53A GB 225153 A GB225153 A GB 225153A GB 726069 A GB726069 A GB 726069A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butyl
- methyl
- acid
- ammonia
- methylamine
- 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.)
- Expired
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
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
- C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
Abstract
The invention comprises succinimides of the formula <FORM:0726069/IV (b)/1> wherein R is hydrogen or a methyl radical, and their preparation by reacting a -n-butyl-a -methyl succinic acid or its anhydride with ammonia or methylamine, preferably in an inert solvent, e.g. water alcohol, ether or benzene, and heating the intermediate product so obtained to a temperature between 100 DEG C. and 350 DEG C. The intermediate product may be a half amide, its ammonium or methylamine salt, or the mono- or di-salt of the acid, depending upon the quantities and reagents taken. In examples: (1) a -n-butyl-a -methyl succinic acid is added to concentrated ammonia, water and excess ammonia distilled off, and the residue after heating at 200 DEG C., cooled, purified and distilled in vacuo to yield a -n-butyl-a -methyl succinimide; (2) as in (1) but using the corresponding succinic anhydride; (3) as in (1) but replacing ammonia by aqueous methylamine when the product is N-methyl-a -n-butyl-a -methyl succinimide. a - (n - Butyl) - a - methyl succinic acid is prepared from ethyl a -cyano-b -(n-butyl)-b -methylacrylate by treatment with ethanolic potassium cyanide to yield ethyl a :b -dicyano-b -(n-butyl)-b -methyl propionate which upon acid hydrolysis gives the desired acid. Further reaction with acetyl chloride yields the corresponding a -(n-butyl)-a -methyl succinic anhydride.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US726069XA | 1952-02-26 | 1952-02-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB726069A true GB726069A (en) | 1955-03-16 |
Family
ID=22108696
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2251/53A Expired GB726069A (en) | 1952-02-26 | 1953-01-26 | Succinimide compounds and method for obtaining the same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB726069A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3004037A (en) * | 1958-11-28 | 1961-10-10 | Parke Davis & Co | Heterocyclic amine compounds and process of producing the same |
| US3338911A (en) * | 1963-07-04 | 1967-08-29 | Desitin Werk Carl Klinke G M B | Process for the preparation of alpha, alpha-disubstituted succinimides |
-
1953
- 1953-01-26 GB GB2251/53A patent/GB726069A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3004037A (en) * | 1958-11-28 | 1961-10-10 | Parke Davis & Co | Heterocyclic amine compounds and process of producing the same |
| US3338911A (en) * | 1963-07-04 | 1967-08-29 | Desitin Werk Carl Klinke G M B | Process for the preparation of alpha, alpha-disubstituted succinimides |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| De Kimpe et al. | Straightforward synthesis of 1-amino-2, 2-dialkylcyclopropanecarboxylic acids via selective saponification of 2, 2-dialkylcyclopropane-1, 1-dicarboxylic esters and Curtius rearrangement | |
| GB726069A (en) | Succinimide compounds and method for obtaining the same | |
| US3687968A (en) | 3-hydroxyisoxazole derivatives | |
| GB1259747A (en) | Process for the preparation of aliphatic tertiary amides | |
| GB725812A (en) | Succinimide compounds and method for obtaining the same | |
| GB726208A (en) | Succinimide compounds and method for obtaining the same | |
| US2492373A (en) | Imidazolone preparation | |
| GB725945A (en) | Succinimide compounds and method for obtaining the same | |
| US2657215A (en) | Method for the preparation of novel n-(2-carboxyalkyl) succinimides | |
| US2857398A (en) | Succinimide compounds and method for obtaining the same | |
| US2459059A (en) | Method for preparing alkyl acyloxy acrylates | |
| GB726837A (en) | Succinimide compound and method for obtaining the same | |
| RU1819266C (en) | Method of synthesis of n-(1-methoxyprop-2-yl)-2,4-dimethyl-3-aminothiophene, 2,4-dimethyl-2,3-dihydrothiophene-3-one as an intermediate product for synthesis of n-(1-methoxyprop-2-yl)-2,4-dimethyl-3-aminothiophene, and derivatives of 2,4-dimethyl-2,3-dihydrothiophene-3-one as parent products for synthesis | |
| US3122583A (en) | Preparation of diaminopimelic acid | |
| JPS62126164A (en) | 4-alkoxy-2-oxo-pyrrolidine-1 acetic acid alkyl ester and manufacture | |
| US4025543A (en) | Process for the preparation of 1,4-naphthodinitrile | |
| KATO et al. | Studies on Ketene and Its Derivatives. LXVI. Reaction of Acetoacetamide with α, β-Unsaturated Esters | |
| GB725810A (en) | Succinimide compound and method for obtaining the same | |
| Bunce et al. | AN IMPROVED SYNTHESIS OF DIMETHYL (E)-5-METHOXYCARBONYL-2-ENEDIOATE AND DIMETHYL (E)-6-METHOXYCARBONYL-2-ENEDIOATE | |
| GB787061A (en) | Process for producing n-methyl--a-phenylsuccinimide | |
| US2460224A (en) | Biotin intermediate | |
| GB1039020A (en) | Process for the preparation of 5-nitrofurfuraldehyde diacetate | |
| Nenajdenko et al. | Synthesis of trifluoromethyl derivatives of pyrrole. Reaction of α, β-unsaturated trifluoromethyl ketones with sodium cyanide | |
| GB799272A (en) | Production of intermediates for the synthesis of reserpine and analogous compounds | |
| GB730910A (en) | Succinimide compound and method for obtaining the same |