GB564741A - Manufacture of heterocyclic bases - Google Patents
Manufacture of heterocyclic basesInfo
- Publication number
- GB564741A GB564741A GB131043A GB131043A GB564741A GB 564741 A GB564741 A GB 564741A GB 131043 A GB131043 A GB 131043A GB 131043 A GB131043 A GB 131043A GB 564741 A GB564741 A GB 564741A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- arylacetonitrile
- carbethoxy
- alkali metal
- ethyl
- 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
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
- C07D211/60—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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Compounds of the formula R(R1)C(CHR2)n(CN)2 where R is an aryl group which may carry substituents not interfering with the reaction, R1 is an esterified carboxyl group, R2 is hydrogen or an alkyl group and n is 1 or 2, are prepared by condensing an a or b -halogenalkyl cyanide with an arylacetonitrile R(R1)C(CN)H in presence of an alkaline condensing agent capable of forming an alkali metal derivative of the arylacetonitrile, e.g. sodium, sodamide or an alkali metal alcoholate. Catalytic hydrogenation causes intramolecular condensation with elimination of ammonia to form heterocyclic bases <FORM:0564741/IV/1> Examples are given of the preparation of (1) a -phenyl-a -carbethoxy glutaric acid nitrile from ethyl phenylcyanoacetate and b -chlorpropionitrile, and hydrogenation to 3-phenyl-3-carbethoxypiperidine which forms a solid nitroso derivative; (2) a -phenyl-a -carbethoxy succinic acid dinitrile which is hydrogenated to ethyl 3-phenyl-pyrrolidine-3-carboxylate. Specification 552,065 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB131043A GB564741A (en) | 1943-01-26 | 1943-01-26 | Manufacture of heterocyclic bases |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB131043A GB564741A (en) | 1943-01-26 | 1943-01-26 | Manufacture of heterocyclic bases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB564741A true GB564741A (en) | 1944-10-11 |
Family
ID=9719763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB131043A Expired GB564741A (en) | 1943-01-26 | 1943-01-26 | Manufacture of heterocyclic bases |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB564741A (en) |
-
1943
- 1943-01-26 GB GB131043A patent/GB564741A/en not_active Expired
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