GB1039875A - Photographic 3-pyrazolidinone developing agents - Google Patents
Photographic 3-pyrazolidinone developing agentsInfo
- Publication number
- GB1039875A GB1039875A GB453864A GB453864A GB1039875A GB 1039875 A GB1039875 A GB 1039875A GB 453864 A GB453864 A GB 453864A GB 453864 A GB453864 A GB 453864A GB 1039875 A GB1039875 A GB 1039875A
- Authority
- GB
- United Kingdom
- Prior art keywords
- r2ch
- alkyl
- group
- hydrogen
- photographic
- 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 compound O=C1CCNN1 NDGRWYRVNANFNB-UHFFFAOYSA-N 0.000 title abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 1
- ZYHSZFUDHIGFRL-UHFFFAOYSA-N 4-methyl-2-(4-methylphenyl)-3,4-dihydropyrazol-5-amine Chemical compound N1=C(N)C(C)CN1C1=CC=C(C)C=C1 ZYHSZFUDHIGFRL-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- -1 methylenedioxy Chemical group 0.000 abstract 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229940067157 phenylhydrazine Drugs 0.000 abstract 1
- 150000004031 phenylhydrazines Chemical class 0.000 abstract 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D231/08—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with oxygen or sulfur atoms directly attached to ring carbon atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
The invention comprises 3-pyrazolidinones of formula <FORM:1039875/C2/1> where R1 and R2 are independently hydrogen or C1- 4 alkyl, at most one being hydrogen, R4 is a substituent group and R3 is hydrogen or a substituent group or R3 and R4 together constitute a cyclic substituent group, wherein the substituent or substituents present in the phenyl group are such that the Hammett 6 coefficient for the group or combination of groups has a negative value greater than 0.05. In examples: R3 = H and R4 = CH3, CH3O, C2H5, C2H5O and C3H7O; R3 = R4 = CH3; and R3 and R4 together = methylenedioxy. They are prepared by reacting a R3,R4-substituted phenylhydrazine with R2CH = C(R1)COOR5 (R5 = alkyl), R2CH = C(R1)-CONR6R7 (R6 and R7 are H or alkyl) or R2CH = C(R1)-CN, followed by hydrolysis of the product. 3-Imino-4-methyl-1-p-tolylpyrazolidine is isolated as an intermediate.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL125658D NL125658C (en) | 1964-02-03 | ||
| GB453864A GB1039875A (en) | 1964-02-03 | 1964-02-03 | Photographic 3-pyrazolidinone developing agents |
| CH133465A CH446056A (en) | 1964-02-03 | 1965-02-01 | Developer preparation |
| BE659177A BE659177A (en) | 1964-02-03 | 1965-02-02 | |
| NL6501310A NL6501310A (en) | 1964-02-03 | 1965-02-02 | |
| FR4053A FR1424649A (en) | 1964-02-03 | 1965-02-02 | New pyrazolidinones, usable in particular as photographic development agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB453864A GB1039875A (en) | 1964-02-03 | 1964-02-03 | Photographic 3-pyrazolidinone developing agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1039875A true GB1039875A (en) | 1966-08-24 |
Family
ID=9779066
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB453864A Expired GB1039875A (en) | 1964-02-03 | 1964-02-03 | Photographic 3-pyrazolidinone developing agents |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE659177A (en) |
| CH (1) | CH446056A (en) |
| GB (1) | GB1039875A (en) |
| NL (2) | NL6501310A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4753869A (en) * | 1984-11-30 | 1988-06-28 | Ciba-Geigy Ag | Photographic developing agents containing stable, soluble, pyrazolidinones |
| RU2509763C2 (en) * | 2008-04-25 | 2014-03-20 | Лабораторьос Дель Др. Эстеве, С.А. | Method of producing naphthalen-2-yl-pyrazol-3-one intermediate compounds used in synthesis of sigma receptor inhibitors |
-
0
- NL NL125658D patent/NL125658C/xx active
-
1964
- 1964-02-03 GB GB453864A patent/GB1039875A/en not_active Expired
-
1965
- 1965-02-01 CH CH133465A patent/CH446056A/en unknown
- 1965-02-02 BE BE659177A patent/BE659177A/xx unknown
- 1965-02-02 NL NL6501310A patent/NL6501310A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4753869A (en) * | 1984-11-30 | 1988-06-28 | Ciba-Geigy Ag | Photographic developing agents containing stable, soluble, pyrazolidinones |
| RU2509763C2 (en) * | 2008-04-25 | 2014-03-20 | Лабораторьос Дель Др. Эстеве, С.А. | Method of producing naphthalen-2-yl-pyrazol-3-one intermediate compounds used in synthesis of sigma receptor inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6501310A (en) | 1965-08-04 |
| BE659177A (en) | 1965-05-28 |
| CH446056A (en) | 1967-10-31 |
| NL125658C (en) |
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