GB790203A - Improvements in and relating to naphthalene derivatives and the manufacture thereof - Google Patents
Improvements in and relating to naphthalene derivatives and the manufacture thereofInfo
- Publication number
- GB790203A GB790203A GB33191/57A GB3319157A GB790203A GB 790203 A GB790203 A GB 790203A GB 33191/57 A GB33191/57 A GB 33191/57A GB 3319157 A GB3319157 A GB 3319157A GB 790203 A GB790203 A GB 790203A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dioxachrysene
- octahydro
- diaza
- naphthalene
- methanol
- 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
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
The invention comprises naphthalene derivatives of the general formula: <FORM:0790203/IV (b)/1> in which X and Y each represent the grouping -CH2,NR5,CH2,O-, R5 being a straight or branched chain alkyl group having from one to eight carbon atoms or a cycloalkyl group having from five to seven carbon atoms in the ring; together with a process for their preparation by reacting the appropriate naphthalene 1,5-, 1,6- or 2,6-diol with formaldehyde and an amine RNH2, preferably in a solvent, e.g. methanol. In examples: (1) naphthalene-1,6-dol is added to cyclohexylamine and formalin in methanol at -5 DEG C. and the mixture left overnight, when 2,9 - dicyclohexyl - 1,2,3,4,7,8,9,10-octahydro - 2,9 - diaza - 4,7 - dioxachrysene separates and is recrystallized from ethanol or dioxan; similarly using the appropriate amine are obtained 2,9-diethyl-, di-n-propyl-, di-n-butyl-, di-n-octyl-, di-cyclopentyl-, and dicycloheptyl - 1,2,3,4,7,8,9,10 - octahydro - 2,9-diaza - 4,7 - dioxachrysene; (2) as in (1), using naphthalene-1,5-diol and the appropriate amine are obtained 2,8-dicyclohexyl-, and di-n-propyl - 1,2,3,4,7,8,9,10 - octahydro - 2,8 - diaza-4,10-dioxachrysene; (3) cyclohexylamine in methanol is treated with formalin and naphthalene-2,6-diol in methanol, the mixture refluxed and poured into water when 3,9-dicyclohexyl-1,2,3,4,7,8,9,10 - octahydro - 3,9 - diaza - 1,7-dioxachrysene crystallizes; similarly are obtained 3,9-dimethyl-, diethyl, di-n-propyl, diisopropyl, di - n - butyl and di - n - pentyl-1,2,3,4,7,8,9,10 - octahydro - 3,9 - diaza - 1,7-dioxachrysene.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB33191/57A GB790203A (en) | 1955-06-22 | 1955-06-22 | Improvements in and relating to naphthalene derivatives and the manufacture thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB33191/57A GB790203A (en) | 1955-06-22 | 1955-06-22 | Improvements in and relating to naphthalene derivatives and the manufacture thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB790203A true GB790203A (en) | 1958-02-05 |
Family
ID=10349756
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB33191/57A Expired GB790203A (en) | 1955-06-22 | 1955-06-22 | Improvements in and relating to naphthalene derivatives and the manufacture thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB790203A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4835177A (en) * | 1987-06-11 | 1989-05-30 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers against viral infection |
US4894392A (en) * | 1987-08-27 | 1990-01-16 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers |
US4923852A (en) * | 1987-06-11 | 1990-05-08 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers against viral infections |
-
1955
- 1955-06-22 GB GB33191/57A patent/GB790203A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4835177A (en) * | 1987-06-11 | 1989-05-30 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers against viral infection |
US4923852A (en) * | 1987-06-11 | 1990-05-08 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers against viral infections |
US4925831A (en) * | 1987-06-11 | 1990-05-15 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers against viral infection |
US4894392A (en) * | 1987-08-27 | 1990-01-16 | Merck & Co., Inc. | Aminoalkyl naphthalenediols as host resistance enhancers |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB790203A (en) | Improvements in and relating to naphthalene derivatives and the manufacture thereof | |
ES390121A1 (en) | Carboxamide derivatives and fungicidal compositions containing them | |
Riebsomer | A Study of the Reaction Products of 1, 2-Diamines with Aldehydes | |
GB790202A (en) | Improvements in and relating to naphthalene derivatives and the manufacture thereof | |
GB729332A (en) | Substituted 4-amino-toluenes | |
GB814152A (en) | Improvements in or relating to tertiary amines and their salts and the production thereof | |
GB769261A (en) | Novel thiamorpholone compounds and the manufacture of same | |
GB859716A (en) | New pyrimidines and their salts and a process for their production | |
GB771151A (en) | Method for the preparation of aminoacyl-anilides | |
US3452092A (en) | N-substituted o-benzoylbenzamide | |
GB813218A (en) | Nor-tropines and nor-pseudo-tropines and process for their production | |
GB799272A (en) | Production of intermediates for the synthesis of reserpine and analogous compounds | |
GB962461A (en) | Substituted 5h-dibenz[b, f] azepines and processes for their production | |
GB999398A (en) | New esters of the yohimbane series and process for their manufacture | |
CH306559A (en) | Process for the preparation of a new pyridine-3,5-dicarboxylic acid diamide. | |
GB514329A (en) | Manufacture of aliphatic ketone-anils | |
JPS6256871B2 (en) | ||
GB1433682A (en) | Preparation of 2-benzimidazole-thiols | |
GB855444A (en) | Method of preparing esters of n-substituted ethylene imine carboxylic acids | |
GB811527A (en) | Improvements in or relating to methods of producing aldehydes | |
GB787308A (en) | Substituted aminopropiophenones | |
GB769222A (en) | Esters of dithiocarbamic acids | |
ES223230A1 (en) | Procedure for the preparation of derivatives of the 4-oxi-cumarine (Machine-translation by Google Translate, not legally binding) | |
GB826803A (en) | Improvements in or relating to new 4-carbalkoxy-4-phenyl piperidine derivatives and processes for preparing them | |
ES240536A1 (en) | Procedure for the production of cyclhexilamine compounds. (Machine-translation by Google Translate, not legally binding) |