FR2479223A1 - Sels de 2-coumaryl-(3')-chromenylium aminosubstitues et leur preparation - Google Patents
Sels de 2-coumaryl-(3')-chromenylium aminosubstitues et leur preparation Download PDFInfo
- Publication number
- FR2479223A1 FR2479223A1 FR8106433A FR8106433A FR2479223A1 FR 2479223 A1 FR2479223 A1 FR 2479223A1 FR 8106433 A FR8106433 A FR 8106433A FR 8106433 A FR8106433 A FR 8106433A FR 2479223 A1 FR2479223 A1 FR 2479223A1
- Authority
- FR
- France
- Prior art keywords
- formula
- salts
- coumaryl
- chromenylium
- preparation
- 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.)
- Granted
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 10
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000001450 anions Chemical class 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- CSPIFKKOBWYOEX-UHFFFAOYSA-N 3-acetylcoumarin Chemical class C1=CC=C2OC(=O)C(C(=O)C)=CC2=C1 CSPIFKKOBWYOEX-UHFFFAOYSA-N 0.000 claims description 4
- 125000003277 amino group Chemical class 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 150000007975 iminium salts Chemical group 0.000 claims 1
- -1 2-COUMARYL- (3) -CHROMENYLIUM SALTS Chemical class 0.000 abstract description 14
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 16
- 229960000583 acetic acid Drugs 0.000 description 7
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 6
- 239000012362 glacial acetic acid Substances 0.000 description 5
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical class OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- JPBGLQJDCUZXEF-UHFFFAOYSA-N chromenylium Chemical class [O+]1=CC=CC2=CC=CC=C21 JPBGLQJDCUZXEF-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/02—Coumarine dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0661—Heterocyclic compounds containing two or more hetero rings in different ring systems, each system containing at least one hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD22010980 | 1980-04-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2479223A1 true FR2479223A1 (fr) | 1981-10-02 |
| FR2479223B1 FR2479223B1 (enExample) | 1985-03-22 |
Family
ID=5523476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8106433A Granted FR2479223A1 (fr) | 1980-04-01 | 1981-03-31 | Sels de 2-coumaryl-(3')-chromenylium aminosubstitues et leur preparation |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4417060A (enExample) |
| DE (1) | DE3104313A1 (enExample) |
| FR (1) | FR2479223A1 (enExample) |
| GB (1) | GB2074600B (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5116702A (en) * | 1989-05-30 | 1992-05-26 | Fuji Xerox Co., Ltd. | Electrophotographic light-sensitive material comprising a charge generating layer and a charge transfer layer |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2349960A1 (de) * | 1972-10-06 | 1974-04-25 | Ricoh Kk | Benzopryliumverbindungen und deren verwendung als sensibilisatoren fuer organische photoleiter |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3907561A (en) * | 1972-10-06 | 1975-09-23 | Ricoh Kk | Pyronyl-pyrylium sensitizers for electrophotographic organic photoconductors |
| DD140252A1 (de) * | 1978-11-30 | 1980-02-20 | Peter Czerney | Verfahren zur herstellung von 3-chlor-3-cumaryl-(3)-propen-(2)-iminiumsalzen bzw.-aldehyden |
-
1981
- 1981-02-07 DE DE19813104313 patent/DE3104313A1/de not_active Withdrawn
- 1981-03-26 US US06/247,954 patent/US4417060A/en not_active Expired - Fee Related
- 1981-03-31 FR FR8106433A patent/FR2479223A1/fr active Granted
- 1981-03-31 GB GB8110051A patent/GB2074600B/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2349960A1 (de) * | 1972-10-06 | 1974-04-25 | Ricoh Kk | Benzopryliumverbindungen und deren verwendung als sensibilisatoren fuer organische photoleiter |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2479223B1 (enExample) | 1985-03-22 |
| DE3104313A1 (de) | 1982-01-21 |
| GB2074600B (en) | 1983-08-10 |
| GB2074600A (en) | 1981-11-04 |
| US4417060A (en) | 1983-11-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FR2479821A1 (fr) | Derives de n4-carbamoylpiperazinopropanol utiles pour leur activite de b-blocage d'adrenaline | |
| PT2152657E (pt) | Processo para a preparação de naftoquinonas trans-2,3-dissubstituídas | |
| CH479552A (fr) | Procédé pour la préparation de cétimines | |
| FR2479223A1 (fr) | Sels de 2-coumaryl-(3')-chromenylium aminosubstitues et leur preparation | |
| Perkin et al. | CCCLXXXIV.—Dihydropentindole and its derivatives. Part I | |
| EP0091851A1 (fr) | Procédé de préparation d'éthers d'aryle portant des substituants différents sur les deux noyaux aromatiques | |
| EP0070231A1 (fr) | Nouveau procédé de préparation de dérivés du diphényl-3,4 méthyl-5 pyrazole | |
| EP0497678A1 (fr) | Diaryl-2,5, oxadiazoles-1,3,4, hydroxyesters, hydroxyacide et acétoxyacide, leur procédé de synthèse | |
| JP2703459B2 (ja) | ビス−［２−ヒドロキシフエニル−３（２ｈ）−ベンズトリアゾール］−メタンの誘導体類の製造方法 | |
| KR0152518B1 (ko) | 히드록실아민 유도체 | |
| JPS63258474A (ja) | カルバゾ−ル、ジベンゾフラン又はジベンゾチオフェン基を含む化合物の水酸基誘導体を調製するための方法 | |
| US3652597A (en) | Production of di-hydroxy products | |
| EP0350384B1 (fr) | Dérivés de sulfonyl indolizine, leur procédé de préparation et leur utilisation comme intermédiaires de synthèse | |
| NL8103280A (nl) | Werkwijze voor de bereiding van difenyletherderivaten. | |
| FR2513638A1 (fr) | Procede de preparation d'esters d'acides vincaminiques | |
| JP3912758B2 (ja) | １，１−ジ置換−１Ｈ−ベンゾ〔ｅ〕インドール化合物の製造方法及び４〜９位ヒドロキシ基置換の該化合物 | |
| FR2543141A1 (fr) | Procede de preparation de l'azinomethyl-rifamycine | |
| FR2578539A1 (fr) | Nouveaux benzamides de l'acide 2,4,6-trimethoxybenzoique, leur procede de preparation et leur utilisation | |
| EP0044091A2 (fr) | Procédé de préparation de N-alcoylamino benzophénones | |
| BE556170A (enExample) | ||
| CH540248A (fr) | Procédé pour la préparation d'acides chromone-2-carboxy-liques substitués | |
| FR2705669A1 (fr) | Procédé de préparation d'acides hydroxyphénylacétiques. | |
| BE816271A (fr) | Nouveaux derives indoliques obtenus a partir de la (-) vincadifformine et procedes d'obtention. | |
| CH393364A (fr) | Procédé de préparation de nouveaux dérivés de l'acétanilide | |
| CH627446A5 (fr) | Nouveaux derives de la benzamide. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |