GB808701A - Production of tetracyclinonitrile - Google Patents
Production of tetracyclinonitrileInfo
- Publication number
- GB808701A GB808701A GB3038/56A GB303856A GB808701A GB 808701 A GB808701 A GB 808701A GB 3038/56 A GB3038/56 A GB 3038/56A GB 303856 A GB303856 A GB 303856A GB 808701 A GB808701 A GB 808701A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetracyclinonitrile
- catalyst
- hydrogenation
- production
- tetracyclino
- 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
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract 1
- 229940093475 2-ethoxyethanol Drugs 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Tetracyclinonitrile is prepared by reducing chlor- or brom-tetracyclinonitrile by hydrogenation in the presence of a hydrogenation catalyst, preferably a palladium charcoal catalyst and an inert organic solvent such as 2-ethoxyethanol. Preferably a tertiary amine base such as triethylamine or pyridine should be present. When the take-up of hydrogen ceases, the catalyst is filtered off and ethanolic hydrochloric acid is added until the pH drops to 3.0 to 3.5, the tetracyclino-nitrile crystals which separate being removed. Specification 808,702 is referred to. Reference has been directed by the Comptroller to Specification 766,512.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US808701XA | 1955-02-14 | 1955-02-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB808701A true GB808701A (en) | 1959-02-11 |
Family
ID=22160170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3038/56A Expired GB808701A (en) | 1955-02-14 | 1956-01-31 | Production of tetracyclinonitrile |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB808701A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3030377A (en) * | 1959-08-27 | 1962-04-17 | Hoechst Ag | Process for the manufacture of nitriles of tetracyclines |
| US3159631A (en) * | 1960-08-30 | 1964-12-01 | Smith Kline French Lab | Nu-aminomethyltetracycline derivatives |
-
1956
- 1956-01-31 GB GB3038/56A patent/GB808701A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3030377A (en) * | 1959-08-27 | 1962-04-17 | Hoechst Ag | Process for the manufacture of nitriles of tetracyclines |
| US3159631A (en) * | 1960-08-30 | 1964-12-01 | Smith Kline French Lab | Nu-aminomethyltetracycline derivatives |
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