GB1271052A - Stilbyl-1,2,3-triazole compounds - Google Patents
Stilbyl-1,2,3-triazole compoundsInfo
- Publication number
- GB1271052A GB1271052A GB1107970A GB1107970A GB1271052A GB 1271052 A GB1271052 A GB 1271052A GB 1107970 A GB1107970 A GB 1107970A GB 1107970 A GB1107970 A GB 1107970A GB 1271052 A GB1271052 A GB 1271052A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- compound
- ring
- carbon atoms
- alkali metal
- 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
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/22—Naphthotriazoles
- C07D249/24—Naphthotriazoles with stilbene radicals directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Luminescent Compositions (AREA)
Abstract
1,271,052. Substituted stilbyl-1,2,3-triazoles. NIPPON KAYAKU K.K. 9 March, 1970 [7 March, 1969; 2 July, 1969], No. 11079/70. Heading C2C. [Also in Division C4] Novel substituted stilbyl-1,2,3-triazole compounds of the general formula wherein A is a benzene ring, a naphthalene ring or an acenaphthene ring in which two adjacent carbon atoms thereof constitute the two carbon atoms of the triazole ring, and in which the rings represented by A may be substituted by an alkyl radical, an alkoxy radical and/or a chlorine atom, and when A is a benzene ring a further triazole ring may be attached thereto in which two further adjacent carbon atoms of the benzene ring constitute the two carbon atoms of the further triazole ring as shown in the general formula in which B is a substituted or unsubstituted benzene or naphthalene ring, and R is -OR, or -N(R 2 )(R 3 ), in which R 1 , R 2 and R 3 are each a hydrogen atom, or an alkyl, cycloalkyl, hydroxyalkyl, alkoxyalkyl, N,N - dialkylaminoalkyl, carboxyalkyl, aralkyl or aryl radical, or R 2 and R 3 together with the nitrogen atom to which they are attached form a morpholino or piperidino radical, are prepared either by (a) oxidizing a compound of the general formula preferably in the presence of a water-soluble organic solvent, e.g. pyridine, picoline or dimethylformamide, using as oxidizing agent, for example, cupric sulphate or acetate, an alkali metal, hypohalogenide or nitrobenzene; (b) condensing a compound of the general formula with a compound of the general formula or with an anil compound of the general formula preferably in the presence of both a solvent such as dimethylformamide or dimethylsulphoxide, and a catalyst such as an alkali metal alcoholate, alkali metal phenoxide or alkali metal p-toluene sulphonic acid amide; or when preparing compounds in which R is not a hydroxyl radical, by (c) halogenizing a compound of the general formula and reacting the acid halide compound so formed with a compound of the formula R 1 OH or MN(R 2 )(R 3 ). In method (c) the halogenation is preferably chlorination using as chlorinating agent thionyl chloride, phosphorus oxychloride, phosphorous tri- or pentachloride in an inert solvent. The compound of the formula given in method (a) is preferably obtained by diazotizing a 4-amino-2-cyanostilbene of the general formula and then coupling the diazonium salt thus formed to the o-position of the amino group of an aromatic amine of the general formula The novel compounds of the invention may be used as fluorescent brightening agents for natural or synthetic fibres.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1682069 | 1969-03-07 | ||
JP5177469 | 1969-07-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1271052A true GB1271052A (en) | 1972-04-19 |
Family
ID=26353233
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1107970A Expired GB1271052A (en) | 1969-03-07 | 1970-03-09 | Stilbyl-1,2,3-triazole compounds |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH536845A (en) |
DE (1) | DE2010764C3 (en) |
GB (1) | GB1271052A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4172045A (en) | 1974-09-09 | 1979-10-23 | Ciba-Geigy Corporation | Process for the manufacture of 2-stilbenyl-1,2,3-triazoles which contain carboxyl groups, novel 2-stilbenyl-1,2,3-triazoles which contain carboxyl groups and the use thereof as fluorescent brighteners |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH618057GA3 (en) * | 1974-09-09 | 1980-07-15 | Process for optically brightening textile organic materials with 2-stilbenyl-1,2,3-triazoles | |
DE102005049480B3 (en) * | 2005-10-13 | 2007-02-15 | Osterburger Elektro Gmbh | Retractable bollard e.g., for road traffic and public squares, has LED-based optical signaling devices provided in the upper edge section of bollard |
WO2019135991A1 (en) | 2018-01-03 | 2019-07-11 | Ecolab Usa Inc. | Benzotriazole derivatives as corrosion inhibitors |
-
1970
- 1970-03-06 DE DE19702010764 patent/DE2010764C3/en not_active Expired
- 1970-03-09 GB GB1107970A patent/GB1271052A/en not_active Expired
- 1970-03-09 CH CH341670A patent/CH536845A/en not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4172045A (en) | 1974-09-09 | 1979-10-23 | Ciba-Geigy Corporation | Process for the manufacture of 2-stilbenyl-1,2,3-triazoles which contain carboxyl groups, novel 2-stilbenyl-1,2,3-triazoles which contain carboxyl groups and the use thereof as fluorescent brighteners |
Also Published As
Publication number | Publication date |
---|---|
DE2010764B2 (en) | 1974-10-24 |
DE2010764C3 (en) | 1975-08-28 |
CH536845A (en) | 1973-05-15 |
DE2010764A1 (en) | 1970-10-08 |
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