GB1075084A - Derivatives of 2-(aroylacetamido)-thiazoles suitable for use as colour couplers for yellow - Google Patents
Derivatives of 2-(aroylacetamido)-thiazoles suitable for use as colour couplers for yellowInfo
- Publication number
- GB1075084A GB1075084A GB27733/64A GB2773364A GB1075084A GB 1075084 A GB1075084 A GB 1075084A GB 27733/64 A GB27733/64 A GB 27733/64A GB 2773364 A GB2773364 A GB 2773364A GB 1075084 A GB1075084 A GB 1075084A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- prepared
- amino
- give
- anisol
- 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
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 8
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 4
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 238000009792 diffusion process Methods 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- -1 n-hexadecyloxy, n-hexadecylmercapto Chemical class 0.000 abstract 2
- NUSVDASTCPBUIP-UHFFFAOYSA-N (5-bromo-1,3-thiazol-2-yl)azanium;bromide Chemical compound [Br-].BrC1=C[NH2+]C(=N)S1 NUSVDASTCPBUIP-UHFFFAOYSA-N 0.000 abstract 1
- ZXRFOUZBIPGLLS-UHFFFAOYSA-N 1,3-thiazol-2-ylazanium;bromide Chemical compound Br.NC1=NC=CS1 ZXRFOUZBIPGLLS-UHFFFAOYSA-N 0.000 abstract 1
- HNTGIJLWHDPAFN-UHFFFAOYSA-N 1-bromohexadecane Chemical compound CCCCCCCCCCCCCCCCBr HNTGIJLWHDPAFN-UHFFFAOYSA-N 0.000 abstract 1
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 abstract 1
- CNUMUBWFZOMEHD-UHFFFAOYSA-N 2-bromo-1-(4-hexadecoxyphenyl)ethanone Chemical compound CCCCCCCCCCCCCCCCOC1=CC=C(C(=O)CBr)C=C1 CNUMUBWFZOMEHD-UHFFFAOYSA-N 0.000 abstract 1
- QWSNBUIFZCNMAW-UHFFFAOYSA-N 3-bromoheptadecan-2-one Chemical compound CCCCCCCCCCCCCCC(Br)C(C)=O QWSNBUIFZCNMAW-UHFFFAOYSA-N 0.000 abstract 1
- RISVNQZASFLVGC-UHFFFAOYSA-N 4-methyl-5-tetradecyl-1,3-thiazol-2-amine Chemical compound NC=1SC(=C(N1)C)CCCCCCCCCCCCCC RISVNQZASFLVGC-UHFFFAOYSA-N 0.000 abstract 1
- WYDPIVMKULHMBF-UHFFFAOYSA-N 4-phenyl-5-tetradecyl-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=CC=CC=2)=C1CCCCCCCCCCCCCC WYDPIVMKULHMBF-UHFFFAOYSA-N 0.000 abstract 1
- YLRDIKAUVZXWEQ-UHFFFAOYSA-N 5-hexadecylsulfanyl-1,3-thiazol-2-amine Chemical compound NC=1SC(=CN1)SCCCCCCCCCCCCCCCC YLRDIKAUVZXWEQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000005863 Friedel-Crafts acylation reaction Methods 0.000 abstract 1
- TVTCXPXLRKTHAU-UHFFFAOYSA-N Heptadecan-2-one Chemical compound CCCCCCCCCCCCCCCC(C)=O TVTCXPXLRKTHAU-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002015 acyclic group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- ORTRWBYBJVGVQC-UHFFFAOYSA-N hexadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCS ORTRWBYBJVGVQC-UHFFFAOYSA-N 0.000 abstract 1
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 238000009877 rendering Methods 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/32—Colour coupling substances
- G03C7/36—Couplers containing compounds with active methylene groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/40—Unsubstituted amino or imino radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/54—Nitrogen and either oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/82—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE42772 | 1963-07-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1075084A true GB1075084A (en) | 1967-07-12 |
Family
ID=3840369
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27733/64A Expired GB1075084A (en) | 1963-07-09 | 1964-07-06 | Derivatives of 2-(aroylacetamido)-thiazoles suitable for use as colour couplers for yellow |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3393041A (enrdf_load_html_response) |
| BE (1) | BE634670A (enrdf_load_html_response) |
| CH (1) | CH446059A (enrdf_load_html_response) |
| DE (1) | DE1213739B (enrdf_load_html_response) |
| GB (1) | GB1075084A (enrdf_load_html_response) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1246114A (en) * | 1968-01-05 | 1971-09-15 | Agfa Gevaert | Benzoylacetamide derivatives and their use as colour couplers |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3124588A (en) * | 1964-03-10 | Z-acylamtoo-s-nitrothiazole | ||
| US2895825A (en) * | 1954-03-18 | 1959-07-21 | Agfa Ag | Production of photographic colour images with heterocyclic developers |
| US2863874A (en) * | 1955-05-26 | 1958-12-09 | Goodrich Co B F | Process of preparing 2-aminothiazoles |
| US2933391A (en) * | 1956-09-06 | 1960-04-19 | Eastman Kodak Co | Photographic emulsions containing 5-pyrazolone coupler compounds |
| FR1239317A (enrdf_load_html_response) * | 1957-06-19 | 1960-12-16 | ||
| US2983608A (en) * | 1958-10-06 | 1961-05-09 | Eastman Kodak Co | Yellow-colored magenta-forming couplers |
| BE613367A (enrdf_load_html_response) * | 1961-02-01 |
-
0
- BE BE634670D patent/BE634670A/xx unknown
-
1964
- 1964-07-06 GB GB27733/64A patent/GB1075084A/en not_active Expired
- 1964-07-08 US US381260A patent/US3393041A/en not_active Expired - Lifetime
- 1964-07-08 CH CH896564A patent/CH446059A/fr unknown
- 1964-07-09 DE DEG41035A patent/DE1213739B/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1213739B (de) | 1966-03-31 |
| BE634670A (enrdf_load_html_response) | |
| CH446059A (fr) | 1967-10-31 |
| US3393041A (en) | 1968-07-16 |
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