GB997033A - Pyrazolidinone derivatives - Google Patents
Pyrazolidinone derivativesInfo
- Publication number
- GB997033A GB997033A GB45466/61A GB4546661A GB997033A GB 997033 A GB997033 A GB 997033A GB 45466/61 A GB45466/61 A GB 45466/61A GB 4546661 A GB4546661 A GB 4546661A GB 997033 A GB997033 A GB 997033A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- hydrazine
- compounds
- group
- ring
- 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
- NDGRWYRVNANFNB-UHFFFAOYSA-N pyrazolidin-3-one Chemical class O=C1CCNN1 NDGRWYRVNANFNB-UHFFFAOYSA-N 0.000 title abstract 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- -1 pyrryl Chemical group 0.000 abstract 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 abstract 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000005059 halophenyl group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 125000002757 morpholinyl group Chemical group 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000005936 piperidyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 125000000335 thiazolyl group Chemical group 0.000 abstract 1
- 125000001544 thienyl 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
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/30—Developers
- G03C5/3028—Heterocyclic compounds
- G03C5/3035—Heterocyclic compounds containing a diazole ring
-
- 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
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/305—Additives other than developers
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises 3-pyrazolidones of the general formula <FORM:0997033/C2/1> where R1 is a heterocyclic group (linked by a ring carbon to the 5-position of the 3-pyrazolidone ring), and R2 is an aryl or substituted aryl group or heterocyclic group linked by a ring carbon to the 1-position of the 3-pyrozolidone ring. Examples of R1 are furyl, thienyl, pyrryl, indolyl, pyridyl, thiazolyl, piperidyl, morpholinyl, pyrrolidinyl and benziminazolyl groups and R2 may be, e.g. phenyl, an alkyl-, alkoxy- or halo-phenyl group or any of the above heterocyclic groups. The compounds are made by known methods, e.g. those disclosed in Specifications 542,502, 703,669 and 728,368. The preferred methods are the reaction of (a) a hydrazine R2NHNH2 and an ester R1-CH = CH-CO2R3 where R3 is a hydrocarbon group, (b) a hydrazine as in (a) with an amide R1-CH = CH-CONHR3, (c) a hydrazine as in (a) with a nitrile R1-CH = CHCN and (d) for compounds wherein R1 is benziminazolyl, a compound <FORM:0997033/C2/2> with o-phenylene diamine. The compounds are used as photographic developing agents for silver halide emulsions at pH greater than about 9.5 (see Division G2). Examples describe the preparation of e.g. 1-phenyl-5,21-pyridyl-pyrazolid - 3 - one, 1 - p - chlorophenyl - 5 - 31-pyridylpyrazolidin - 3 - one, 1,5 - bis - 41-pyridylpyrazolidin - 3 - one, 5,21 - furyl - 1 -phenyl - pyrazolidone, 1 - phenyl - 5,21-thienylpyrazolidin - 3 - one and 5 - 21 - benziminidazolyl - 1 - p - tolylpyrazolidin - 3 - one hydrochloride.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL286908D NL286908A (en) | 1961-12-19 | ||
| GB45465/61A GB985653A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidone derivatives |
| GB45466/61A GB997033A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidinone derivatives |
| US243598A US3178441A (en) | 1961-12-19 | 1962-12-10 | Pyridyl-pyrazolidine 3-ones |
| DE19621445931 DE1445931A1 (en) | 1961-12-19 | 1962-12-17 | Photographic developer |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB45465/61A GB985653A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidone derivatives |
| GB45466/61A GB997033A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidinone derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB997033A true GB997033A (en) | 1965-06-30 |
Family
ID=26265596
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB45465/61A Expired GB985653A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidone derivatives |
| GB45466/61A Expired GB997033A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidinone derivatives |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB45465/61A Expired GB985653A (en) | 1961-12-19 | 1961-12-19 | Pyrazolidone derivatives |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3178441A (en) |
| DE (1) | DE1445931A1 (en) |
| GB (2) | GB985653A (en) |
| NL (1) | NL286908A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4074051A (en) * | 1971-12-08 | 1978-02-14 | Minnesota Mining And Manufacturing Company | 3-Pyrazolidinone derivatives |
| GB1500023A (en) * | 1975-01-31 | 1978-02-08 | Ici Ltd | Manufacture of 1-aryl-3-carboxy-pyrazolid-5-ones |
| US4550119A (en) * | 1983-05-23 | 1985-10-29 | Warner-Lambert Company | 2,4-Dihydro-5-[(substituted)phenyl]-4,4-disubstituted-3H-pyrazol-3-ones |
| US4551538A (en) * | 1984-12-20 | 1985-11-05 | American Home Products Corporation | Phenylpyrazolidine acetic acid derivatives |
| DE3789754T2 (en) * | 1986-11-20 | 1994-12-15 | Mitsubishi Chem Ind | The formation of lipid-peroxide-inhibiting composition and suitable compounds. |
| CN101333191B (en) * | 2008-07-25 | 2013-04-03 | 浙江师范大学 | Method for preparing 2,5-disubstituted pyrazoline-3-ketone derivates |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE955025C (en) * | 1954-03-15 | 1956-12-27 | Agfa Aktiengesellschft Fuer Ph | Photographic developer |
| US2833779A (en) * | 1956-10-29 | 1958-05-06 | American Cyanamid Co | Substituted pyrazoles |
| DE1029229B (en) * | 1956-12-22 | 1958-04-30 | Agfa Ag | Photographic developer |
| US3041343A (en) * | 1959-10-14 | 1962-06-26 | Sandoz Ltd | 4-(thienyl-2'')-and 4-(pyridyl-3'')-5-aminopyrazoles |
-
0
- NL NL286908D patent/NL286908A/xx unknown
-
1961
- 1961-12-19 GB GB45465/61A patent/GB985653A/en not_active Expired
- 1961-12-19 GB GB45466/61A patent/GB997033A/en not_active Expired
-
1962
- 1962-12-10 US US243598A patent/US3178441A/en not_active Expired - Lifetime
- 1962-12-17 DE DE19621445931 patent/DE1445931A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1445931A1 (en) | 1969-02-13 |
| NL286908A (en) | |
| US3178441A (en) | 1965-04-13 |
| GB985653A (en) | 1965-03-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES302622A1 (en) | Procedure for the preparation of heterociclic derivatives. (Machine-translation by Google Translate, not legally binding) | |
| UST965005I4 (en) | Nucleating agents, radiation-sensitive compositions and photographic elements | |
| GB1039453A (en) | 3-pyrazolidinone derivatives and their use in photographic developers | |
| GB1078338A (en) | New alpha acylated acetamides and their use as photographic colour couplers | |
| SE7705387L (en) | ASSOCIATIONS FOR REGULATING PLANT GROWTH | |
| GB997033A (en) | Pyrazolidinone derivatives | |
| ES337096A1 (en) | 1,2-dihydro-1-hydroxy-2-imino-6-(lower alkyl)pyrimidines | |
| GB1122249A (en) | Novel diazo compounds and diazotype copying material | |
| GB916657A (en) | New hydrazones and their use in colour photography | |
| ES332061A1 (en) | Procedure for preparing disused 3-pyridazine. (Machine-translation by Google Translate, not legally binding) | |
| ES259131A1 (en) | Filter layer for photographic elements | |
| GB1035915A (en) | N-(acylamino)-ephedrines and a method for their preparation | |
| ES328052A1 (en) | Procedure for the preparation of thiophosphates with antiparastic effect. (Machine-translation by Google Translate, not legally binding) | |
| GB932978A (en) | Hardening proteinaceous materials | |
| GB1076028A (en) | Process for the preparation of n-substituted amidines | |
| ES386326A1 (en) | Benzene diazonium compounds and diazotype material containing the same | |
| GB1106865A (en) | Light-sensitive piperazinyl-benzene diazonium salts | |
| ES306668A1 (en) | Procedure for the preparation of 4-amino-antipirinic derivatives. (Machine-translation by Google Translate, not legally binding) | |
| ES394928A1 (en) | Procedure for the obtaining of 3-azolilpropines 1,3,3- trisustituids. (Machine-translation by Google Translate, not legally binding) | |
| ES263522A2 (en) | A procedure to dye poliolephinic materials (Machine-translation by Google Translate, not legally binding) | |
| ES398546A1 (en) | Herbicidal striazine compounds | |
| GB1129334A (en) | Alkyl n-substituted-ªß-amino-ªß-alkoxyacrylates | |
| ES219534A1 (en) | A procedure for the obtaining of new derivatives of 7-9-pyrimid-pyrimidine- (1,3) (Machine-translation by Google Translate, not legally binding) | |
| ES309304A2 (en) | Procedure for the manufacture of new difenyl-amino-alkylamins and their salts. (Machine-translation by Google Translate, not legally binding) | |
| ES394415A1 (en) | Procedure for the obtaining of cationic colorants. (Machine-translation by Google Translate, not legally binding) |