GB706427A - New disazo dyestuffs - Google Patents
New disazo dyestuffsInfo
- Publication number
- GB706427A GB706427A GB1228551A GB1228551A GB706427A GB 706427 A GB706427 A GB 706427A GB 1228551 A GB1228551 A GB 1228551A GB 1228551 A GB1228551 A GB 1228551A GB 706427 A GB706427 A GB 706427A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- diamino
- sulphophenyl
- pyrazolone
- mols
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
N-substituted diaminobenzanilides of the general formula <FORM:0706427/IV (b)/1> (wherein R represents a b -phenoxyethyl group the phenyl group of which carries at least one substituent selected from halogen, alkyl of 1-6 carbon atoms and cycloalkyl, the primary amino groups are in meta- or paraposition to the -CO.NR- bridge, and the nuclei X and Y may carry a further substituent or substituents, e.g. an alkyl or alkoxy group) are prepared by condensing an appropriate m- or p-mononitro-N-(b -phenoxyethyl)-aniline with an appropriate mononitrobenzoyl halide and then reducing the nitro groups. The products, of which many examples are listed, are intermediates for disazo dyestuffs (see Group IV (c)). Specifications 645,594 and 706,426 are referred to.ALSO:The invention comprises the manufacture of disazo dyestuffs by tetrazotizing N-substituted diaminobenzanilides of the general formula <FORM:0706427/IV(c)/1> (wherein R represents a b -phenoxyethyl group the phenyl group of which carries at least one substituent selected from halogen, alkyl of 1-6 carbon atoms and cycloalkyl, the primary amino groups are in meta- or para-position to the -CO.NR-bridge, and the nuclei X and Y may carry a further substituent or substituents, e.g. an alkyl or alkoxy radical) and coupling with two molecular proportions of one or more 1-phenyl-3-methyl-5-pyrazolone-monosulphonic acids, and the products so obtainable (which dye animal fibres such as wool and silk yellow shades from a neutral or weakly acid dyebath, e.g. one containing ammonium acetate). Examples describe the production of the following dyestuffs: (1) 3 : 3\sv-diamino-1\sv-N-b -4"-chlorophenoxyethylbenzanilide \sQ 1 - (4\sv - sulphophenyl)-3-methyl-5-pyrazolone (2 mols); (2) 3 : 3\sv-diamino-6\sv-methyl-1\sv-N-b -2" : 4"-dichlorophenoxyethylbenzanilide \sQ 1 - (2\sv : 5\sv-dichloro-4\sv-sulphophenyl)-3-methyl-5-pyrazolone (2 mols); (3) 3 : 4-diamino-1\sv-N-b -2":4"-dichlorophenoxyethylbenzanilide \sQ the coupling component of (1); (4) and (5) the tetrazo component of (2) 2 mols of 1-(2\sv : 5\sv-dichloro-4\sv-sulphophenyl)- or 1-(3\sv- or 4\sv-sulphophenyl)-3-methyl-5-pyrazolone; (6) 3 : 3\sv-diamino-6\sv-methyl-1\sv-N-b -4"-tert. -butylphenoxyethylbenzanilide \sQ the coupling component of (2); (7) the coupling component of (2) \sM the tetrazo component of (2) --> the coupling component of (1); (8) the tetrazo component of (6) \sQ the coupling component of (1); (9) 3 : 3\sv-diamino-4 : 6\sv-dimethyl-1\sv-N-b -4"-chlorophenoxyethylbenzanilide \sQ 1-(2\sv-chloro-5\sv-sulphophenyl)-3-methyl-5-pyrazolone (2 mols); (10) 3 : 3\sv-diamino-6\sv-methyl-1\sv-N-b -4"-cyclohexylphenoxy ethylbenzanilide \sQ 1-(2\sv-chloro-4\sv-methyl-5\sv-sulphophenyl) -3-methyl-5-pyrazolone (2 mols); (11) 3 : 3\sv-diamino-4 : 6\sv-dimethyl-1\sv-N-b -2\sv : 4"-dichlorophenoxyethylbenzanilide \sQ 1 - (3\sv - sulphophenyl) - 3 - methyl-5-pyrazolone (2 mols); (12) 3 : 4\sv-diamino-1\sv-N-b -4"-cyclohexylphenoxyethylbenzanilide \sQ 1-(4\sv-chloro-2\sv-sulphophenyl) - 3 - methyl - 5 - pyrazolone (2 mols). A table gives the properties of further dyestuffs, the following additional tetrazo components being specified: 3 : 4\sv-diamino-4-methyl-1\sv-N-b -4"-chloro- and -2"-methyl-phenoxyethylbenzanilide, 4:4\sv-and 3:4\sv-diamino-1\sv-N-b -4"-tert.-butylphenoxyethylbenzanilide, 3 : 3\sv-diamino-1\sv-N-b -2": 4"-dichlorophenoxyethylbenzanilide, 4 : 3\sv-diamino-6\sv - methoxy-1\sv-N-b -4"-chlorophenoxyethylbenzanilide and 4 : 4\sv-diamino-1\sv-N-b -4"-chlorophenoxyethylbenzanilide. Lists of still further tetrazo components and further coupling components are given. Specifications 645,594 and 706,426, [Group IV(b)], are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1228551A GB706427A (en) | 1951-05-25 | 1951-05-25 | New disazo dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1228551A GB706427A (en) | 1951-05-25 | 1951-05-25 | New disazo dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB706427A true GB706427A (en) | 1954-03-31 |
Family
ID=10001744
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1228551A Expired GB706427A (en) | 1951-05-25 | 1951-05-25 | New disazo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB706427A (en) |
-
1951
- 1951-05-25 GB GB1228551A patent/GB706427A/en not_active Expired
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