FR2017191A1 - Preparation of 3-pyrazolidinone compounds useful as - developers in silver halide emulsion photography - Google Patents
Preparation of 3-pyrazolidinone compounds useful as - developers in silver halide emulsion photographyInfo
- Publication number
- FR2017191A1 FR2017191A1 FR6929576A FR6929576A FR2017191A1 FR 2017191 A1 FR2017191 A1 FR 2017191A1 FR 6929576 A FR6929576 A FR 6929576A FR 6929576 A FR6929576 A FR 6929576A FR 2017191 A1 FR2017191 A1 FR 2017191A1
- Authority
- FR
- France
- Prior art keywords
- developers
- photography
- preparation
- silver halide
- halide emulsion
- 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.)
- Pending
Links
- 239000000839 emulsion Substances 0.000 title 1
- NDGRWYRVNANFNB-UHFFFAOYSA-N pyrazolidin-3-one Chemical class O=C1CCNN1 NDGRWYRVNANFNB-UHFFFAOYSA-N 0.000 title 1
- 229910052709 silver Inorganic materials 0.000 title 1
- 239000004332 silver Substances 0.000 title 1
- -1 silver halide Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- KFYGEKUOOCZASB-UHFFFAOYSA-N 1-(4-chlorophenyl)-4-[(dimethylamino)methyl]pyrazolidin-3-one Chemical compound N1C(=O)C(CN(C)C)CN1C1=CC=C(Cl)C=C1 KFYGEKUOOCZASB-UHFFFAOYSA-N 0.000 abstract 1
- PLOHBPUSCPUNHM-UHFFFAOYSA-N 1-phenyl-4-(piperidin-1-ylmethyl)pyrazolidin-3-one Chemical compound O=C1NN(C=2C=CC=CC=2)CC1CN1CCCCC1 PLOHBPUSCPUNHM-UHFFFAOYSA-N 0.000 abstract 1
- SFHNYJOCKGCTCC-UHFFFAOYSA-N 4-(morpholin-4-ylmethyl)-1-phenylpyrazolidin-3-one Chemical compound O=C1NN(C=2C=CC=CC=2)CC1CN1CCOCC1 SFHNYJOCKGCTCC-UHFFFAOYSA-N 0.000 abstract 1
- TZEBGRPFHICWHD-UHFFFAOYSA-N 4-[(dimethylamino)methyl]-1-phenylpyrazolidin-3-one Chemical compound N1C(=O)C(CN(C)C)CN1C1=CC=CC=C1 TZEBGRPFHICWHD-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
-
- 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)
- Plural Heterocyclic Compounds (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
These compounds are of general formula (I):- (in which R and R' are H, alkyl opt. substituted, aryl, cycloalkyl, aralkyl, all containing 1 to 6C atoms, or R and R' together with a nitrogen atom forming a heterocyclic ring, such as morpholino or piperidino; R2 is opt. substituted aryl, substituents being alkyl, alkoxy or halogen. R and R' may be alkyl substituted with hydroxy or tert. amine). Preferred compounds are 4-morpholinomethyl-1-phenyl-pyrazolidin-3-one, 4-dimethylaminomethyl-1-phenylpyrasolidin-3-one, 4-dimethylaminomethyl-1-phenylpyrazolidin-3-one oxylate, 4-dimethylaminomethyl-1-p-chlorophenyl-pyrazolidin-3-one and 4-piperidinomethyl-1-phenyl-pyrazolidin-one. From these 3-pyrazolidione compounds a polymer having the repeating units (III):-.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4163768A GB1242111A (en) | 1968-08-30 | 1968-08-30 | 3-pyrazolidinone derivatives |
| GB4163968A GB1242113A (en) | 1968-08-30 | 1968-08-30 | The preparation of unsaturated organic compounds containing an aminomethylene group |
| GB4163868A GB1242112A (en) | 1968-08-30 | 1968-08-30 | 3-pyrazolidinimine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2017191A1 true FR2017191A1 (en) | 1970-05-22 |
Family
ID=27259714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR6929576A Pending FR2017191A1 (en) | 1968-08-30 | 1969-08-29 | Preparation of 3-pyrazolidinone compounds useful as - developers in silver halide emulsion photography |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5417738B1 (en) |
| BE (1) | BE738180A (en) |
| CH (1) | CH522242A (en) |
| DE (3) | DE1944054B2 (en) |
| FR (1) | FR2017191A1 (en) |
| NL (1) | NL164277C (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4074051A (en) * | 1971-12-08 | 1978-02-14 | Minnesota Mining And Manufacturing Company | 3-Pyrazolidinone derivatives |
| US4247700A (en) * | 1979-02-05 | 1981-01-27 | Merck & Co., Inc. | 2-(Substitutedpiperidylmethyl)propene and propane nitriles |
| US4335141A (en) * | 1979-12-26 | 1982-06-15 | Merck & Co., Inc. | 2-Substituted-aminopropene-and propanenitrile antimicrobial and anti-inflammatory agents |
| EP0117412A1 (en) * | 1983-01-18 | 1984-09-05 | Daicel Chemical Industries, Ltd. | Propene derivatives and their use as plant growth inhibitors |
| EP0118685A1 (en) * | 1983-02-07 | 1984-09-19 | Daicel Chemical Industries, Ltd. | Propene derivatives and their use as plant growth inhibitors |
| DE3722960C1 (en) * | 1987-07-11 | 1988-12-08 | Henkel Kgaa | Floor wiper with one leg |
| RU2145600C1 (en) * | 1998-08-21 | 2000-02-20 | Товарищество с ограниченной ответственностью "НПК Реактив-Сервис" | Method of preparing 1-phenylpyrazolidinone-3- or 4-methyl -1-phenylpyrazolidinone-3 |
| JP4414607B2 (en) * | 2001-03-14 | 2010-02-10 | 富士フイルム株式会社 | Radical polymerizable compound |
| EP3497092A1 (en) | 2016-08-11 | 2019-06-19 | Bayer CropScience Aktiengesellschaft | Substituted pyrazolinyl derivates, method for the production thereof and use thereof as herbicides and/or plant growth regulators |
-
1969
- 1969-08-27 CH CH1298969A patent/CH522242A/en not_active IP Right Cessation
- 1969-08-29 DE DE19691944054 patent/DE1944054B2/en not_active Ceased
- 1969-08-29 DE DE19691966828 patent/DE1966828C3/en not_active Expired
- 1969-08-29 JP JP6804769A patent/JPS5417738B1/ja active Pending
- 1969-08-29 BE BE738180D patent/BE738180A/xx not_active IP Right Cessation
- 1969-08-29 DE DE19691965872 patent/DE1965872A1/en active Pending
- 1969-08-29 FR FR6929576A patent/FR2017191A1/en active Pending
- 1969-09-01 NL NL6913347A patent/NL164277C/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL164277C (en) | 1980-12-15 |
| BE738180A (en) | 1970-03-02 |
| DE1944054B2 (en) | 1975-10-02 |
| DE1966828C3 (en) | 1981-04-02 |
| DE1966828A1 (en) | 1974-07-25 |
| NL6913347A (en) | 1970-03-03 |
| DE1965872A1 (en) | 1970-09-03 |
| DE1966828B2 (en) | 1980-08-14 |
| JPS5417738B1 (en) | 1979-07-02 |
| CH522242A (en) | 1972-06-15 |
| NL164277B (en) | 1980-07-15 |
| DE1944054A1 (en) | 1970-05-21 |
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