GB1394367A - Disperse azo dyestuffs - Google Patents
Disperse azo dyestuffsInfo
- Publication number
- GB1394367A GB1394367A GB5767572A GB5767572A GB1394367A GB 1394367 A GB1394367 A GB 1394367A GB 5767572 A GB5767572 A GB 5767572A GB 5767572 A GB5767572 A GB 5767572A GB 1394367 A GB1394367 A GB 1394367A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- reacting
- methylthiophene
- acetylamino
- bromo
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
Abstract
1394367 Thiophene derivatives IMPERIAL CHEMICAL INDUSTRIES Ltd 15 Jan 1973 [28 Jan 1972] 57675/72 Divided out of 1394365 Heading C2C [Also in Division C4] 2 - Amino - 3 : 5 - dinitrothiophene is obtained by reacting the sodium salt of cyanoacetic acid with the dimer of mercaptoacetaldehyde, acetylating to give 2-acetylaminothiophene-3-carboylic acid and dinitrating with subsequent deacylation. 2 - Amino - 3 : 5 - dinitro - 4 - methylthiophene is obtained by reacting chloroacetone with sodium hydrosulphide in aqueous methanol, and treating the resulting solution with ethylcyanoacetate in the presence of triethylamine to give 2 - amino - 3 - ethoxycarbonyl - 4 - methylthiophene. This is acetylated, hydrolysed to 2- acetylamino - 4 - methylthiophene - 3 - carboxylic acid, decarboxylated, dinitrated and finally deacylated. 2 - Amino - 3 : 4 : 5 - trinitrothiophene is prepared by reacting 2-bromo-3 : 4 : 5-trinitrothiophene with ammonia in tetrahydrofuran. 2 - Amino - 3 - nitro - 5 - (N : N - diethylcarbamoyl) - thiophene is obtained by treating 2 - bromo - 3 - nitrothiophene - 5 - carboxylic acid with thionyl chloride, and subsequently reacting with diethylamine followed by treatment with ammonia to replace the bromine atom by an amino group. 2 - Amino - 3 - nitro -5 - methoxycarbonylthiophene is obtained by esterifying 2-bromo-3- nitrothiophene-5-carboxylic acid, and treating the bromoester with cone. aq. ammonia in the presence of dimethyl formamide. 2 - Amino - 3 - nitro - 5 - cyanothiophene is obtained by converting the oxime of 2-acetylamino - 5 - formylthiophene to 2 - acetylamino- 5-cyanothiophene by treatment with acetic anhydride at the boil, nitrating the resulting compound, and finally deacetylating.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5767572A GB1394367A (en) | 1972-12-14 | 1972-12-14 | Disperse azo dyestuffs |
| US05/656,593 US4211696A (en) | 1972-01-28 | 1976-02-09 | Disperse monoazo dyestuffs derived from 3,5-dinitro-2-amino thiophene as disazo component and an arylamine coupling component |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5767572A GB1394367A (en) | 1972-12-14 | 1972-12-14 | Disperse azo dyestuffs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1394367A true GB1394367A (en) | 1975-05-14 |
Family
ID=10479769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5767572A Expired GB1394367A (en) | 1972-01-28 | 1972-12-14 | Disperse azo dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1394367A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4400318A (en) * | 1980-05-19 | 1983-08-23 | Eastman Kodak Company | Substituted 5-acyl-3-carbamoyl-2-thienyl azo dyes with aniline, tetrahydroquinoline, and benzomorpholine couplers, process of manufacture, and polyamide testile materials dyed therewith |
| GB2169240A (en) * | 1984-09-07 | 1986-07-09 | David Dobson | Sandwich structure laminate for printed circuit board substrate |
| US4881943A (en) * | 1987-06-29 | 1989-11-21 | Imperial Chemical Industries Plc | Disperse dyes: nitro-thiophene azo dyes for bright blue shades on polyester |
| US5760196A (en) * | 1995-02-20 | 1998-06-02 | Sumitomo Chemical Company, Limited | Monoazo blue disperse dye compounds and methods for dyeing or printing hydrophobic fiber materials using the same |
| WO2000043454A1 (en) * | 1999-01-22 | 2000-07-27 | Yorkshire Chemicals Plc | Dye composition |
-
1972
- 1972-12-14 GB GB5767572A patent/GB1394367A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4400318A (en) * | 1980-05-19 | 1983-08-23 | Eastman Kodak Company | Substituted 5-acyl-3-carbamoyl-2-thienyl azo dyes with aniline, tetrahydroquinoline, and benzomorpholine couplers, process of manufacture, and polyamide testile materials dyed therewith |
| GB2169240A (en) * | 1984-09-07 | 1986-07-09 | David Dobson | Sandwich structure laminate for printed circuit board substrate |
| US4881943A (en) * | 1987-06-29 | 1989-11-21 | Imperial Chemical Industries Plc | Disperse dyes: nitro-thiophene azo dyes for bright blue shades on polyester |
| US5760196A (en) * | 1995-02-20 | 1998-06-02 | Sumitomo Chemical Company, Limited | Monoazo blue disperse dye compounds and methods for dyeing or printing hydrophobic fiber materials using the same |
| WO2000043454A1 (en) * | 1999-01-22 | 2000-07-27 | Yorkshire Chemicals Plc | Dye composition |
| US6365718B1 (en) | 1999-01-22 | 2002-04-02 | Yorkshire Chemicals Plc | Dye composition |
| EP1223199A1 (en) * | 1999-01-22 | 2002-07-17 | Yorkshire Chemicals Plc. | Dye composition |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 429A | Application made for amendment of specification (sect. 29/1949) | ||
| 429H | Application (made) for amendment of specification now open to opposition (sect. 29/1949) | ||
| 429D | Case decided by the comptroller ** specification amended (sect. 29/1949) | ||
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19930113 |