GB1166655A - Improved Photographic Colour Process and Light-Sensitive Elements - Google Patents
Improved Photographic Colour Process and Light-Sensitive ElementsInfo
- Publication number
- GB1166655A GB1166655A GB41637/66A GB4163766A GB1166655A GB 1166655 A GB1166655 A GB 1166655A GB 41637/66 A GB41637/66 A GB 41637/66A GB 4163766 A GB4163766 A GB 4163766A GB 1166655 A GB1166655 A GB 1166655A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- methylmercapto
- mercapto
- heating
- chloro
- 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
-
- 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
- G03C7/18—Processes for the correction of the colour image in subtractive colour photography
-
- 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
- C07D277/70—Sulfur atoms
- C07D277/72—2-Mercaptobenzothiazole
-
- 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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
1,166,655. Benzothiazoles. GEVAERTAGFA N.V. 24 Aug., 1967 [19 Sept., 1966], No. 41637/66. Heading C2C. [Also in Division G2] Compounds of the formula wherein D is hexadecyl, R 2 is hydrogen, R 1 is methyl or phenyl and Z is a benz ring which is unsubstituted or is substituted by chloro, fluoro, sulpho, trifluoro - methyl, difluoromethylsulphonyl, sulphamoyl or p - chlorophenylsulphamoyl, are made by heating an appropriately substituted 2 - methylmercapto - 3- methyl (or phenyl) - benzothiazolium quaternary salt with a carboxy-alkoxy-benzene sulphonyl hydrazide in pyridine. A compound of the above formula where D and R 2 are as above, R 1 is methyl and Z represents the 4: 6-dichlorobenz radical is made by heating 3-methyl-4: 6- dichloro - benzothiazolone - 2 - hydrazone with 2 - hexadecyloxy - 5 - carboxy - benzene sulphonyl chloride in the presence of zinc oxide and N-methyl-pyrrolidone; and a compound of the above formula where D is hexadecyl, R 2 is ethyl, R 1 is methyl and Z is the benz radical is made by esterifying the corresponding compound where R 2 is hydrogen with ethanol and hydrogen chloride. 2 - Methylmercapto - 3 - methyl - 6 - sulphobenzothiazolium p - toluenesulphonate, 2- methylmercapto - 3 - methyl - 5 - sulpho - benzothiazolium p - toluenesulphonate, 2 - methylmercapto - 3 - methyl - 5 - difluoromethylsulphonylbenzothiazolium p - toluenesulphonate and 2- methylmercapto - 3 - methyl - 5 - chloro - benzothiazolium methosulphate are made by quaternizing the corresponding 6- or 5-sulpho or 5- difluoromethylsulphonyl 2-methylmercaptobenzothiazole with methyl p-toluenesulphonate or by quaternizing 2-methylmercapto-5-chlorobenzothiazole with dimethyl sulphate. 2 - Methylmercapto - 3 - methyl - 5 - trifluoromethyl-benzothiazolium methosulphate is made by treating 2-mercapto-5-trifluoromethylbenzothiazole with dimethylsulphate at room temperature and then at 150 C. 2 - Methylmercapto - 3 - methyl - 5 - p - chlorophenylsulphamoylbenzothiuzolium methosulphate is made by heating 2-mercapto-5-p-chlorophenylsulphamoylbenzothiazole with dimethyl sulphate. 2 - Methylmercapto - 5 - sulpho - benzothiazole and 2 - methyl - mercapto - 5 - difluoromethylsulphonyl-benzothiazole are made by heating the corresponding 2-mercapto compounds with dimethyl sulphate. 2 - Methylmercapto - 6 - sulphobenzothiazole is made by sulphonating 2-methylmercaptobenzothiazole with 30% oleum. 2 - Mercapto - 5 - sulphobenzothiazole potassium salt and 2-mercapto-5-difluoromethylsulphonylbenzothiazole are made by reacting potassium 3-nitro-4-chloro-benzene sulphonate or 2- nitro - 4 - difluoromethylsulphonyl - chlorobenzene with sodium sulphide/H 2 S and then with CS 2 and acidifying with acetic acid. 2 - Mercapto - 5 - fluoromethylbenzothiazole is made by heating with CS 2 in sodium ethylate a yellow precipitate obtained by treating with Zn dust, HCl and acetic acid, bis (2-nitro-4-trifuoromethylphenyl) disulphide obtained by reacting 2- chloro-5-trifluoromethyl-nitrobenzene with sodium sulphide and sulphur. 3 - Methyl - 4: 6 - dichlorobenzothiazolone - 2- hydrazone is made by heating with hydrazine hydrate, a quaternary salt obtained by quaternizing with methyl p-toluene sulphonate 2- amino - 4; 6 - dichlorobenzothiazole prepared by treating 2: 4-dichlorophenylthiourea with Br 2 in CHC1 3 and then ammonia solution. 3 - Carboxy - 4 - hexadeoyloxy - benzene sulphonyl hydrazide is made by reacting the corresponding sulphonyl chloride with hydrazine hydrate in dioxan. 6 - Sulphamido -, 6 - fluoro - and 6 - chloro- 3 - methyl - benzothiazolin - 2 - ones are prepared by subjecting the corresponding 2-iminobenzothiazoles to nitration and reaction with phosphorus pentasulphide.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB41637/66A GB1166655A (en) | 1966-09-19 | 1966-09-19 | Improved Photographic Colour Process and Light-Sensitive Elements |
FR119220A FR1535242A (en) | 1966-09-19 | 1967-08-28 | Method and equipment for obtaining color photographic images |
NL6712657A NL6712657A (en) | 1966-09-19 | 1967-09-15 | |
DE19671597477 DE1597477A1 (en) | 1966-09-19 | 1967-09-18 | Photographic process for producing images that are accurate in driving |
US668922A US3525614A (en) | 1966-09-19 | 1967-09-19 | Photographic processes and elements comprising integral color correction mask-forming compounds |
BE704027D BE704027A (en) | 1966-09-19 | 1967-09-19 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB41637/66A GB1166655A (en) | 1966-09-19 | 1966-09-19 | Improved Photographic Colour Process and Light-Sensitive Elements |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1166655A true GB1166655A (en) | 1969-10-08 |
Family
ID=10420612
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB41637/66A Expired GB1166655A (en) | 1966-09-19 | 1966-09-19 | Improved Photographic Colour Process and Light-Sensitive Elements |
Country Status (5)
Country | Link |
---|---|
US (1) | US3525614A (en) |
BE (1) | BE704027A (en) |
DE (1) | DE1597477A1 (en) |
GB (1) | GB1166655A (en) |
NL (1) | NL6712657A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6124242A (en) * | 1998-06-26 | 2000-09-26 | Basf Aktiengesellschaft | Herbicidal compositions and processes based on ferrodoxin:NADP reductase inhibitors |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR79706E (en) * | 1959-11-13 | 1963-04-17 | ||
BE620977A (en) * | 1961-08-02 |
-
1966
- 1966-09-19 GB GB41637/66A patent/GB1166655A/en not_active Expired
-
1967
- 1967-09-15 NL NL6712657A patent/NL6712657A/xx unknown
- 1967-09-18 DE DE19671597477 patent/DE1597477A1/en active Pending
- 1967-09-19 BE BE704027D patent/BE704027A/xx unknown
- 1967-09-19 US US668922A patent/US3525614A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
DE1597477A1 (en) | 1970-06-11 |
US3525614A (en) | 1970-08-25 |
BE704027A (en) | 1968-03-19 |
NL6712657A (en) | 1967-11-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
435 | Patent endorsed 'licences of right' on the date specified (sect. 35/1949) | ||
PLNP | Patent lapsed through nonpayment of renewal fees |