GB1195143A - Naphthalimide Derivatives and methods for preparing the same - Google Patents
Naphthalimide Derivatives and methods for preparing the sameInfo
- Publication number
- GB1195143A GB1195143A GB452068A GB452068A GB1195143A GB 1195143 A GB1195143 A GB 1195143A GB 452068 A GB452068 A GB 452068A GB 452068 A GB452068 A GB 452068A GB 1195143 A GB1195143 A GB 1195143A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- clch
- amine
- acid
- general formula
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/14—Aza-phenalenes, e.g. 1,8-naphthalimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Paper (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,195,143. Naphthalimide derivatives. NIPPON KAYAKU K.K. 29 Jan., 1968 [30 Jan., 1967; 10 May, 1967; 2 Sept., 1967], No. 4520/68. Heading C2C. [Also in Division D1] Novel compounds of the general formula wherein R 1 is an alkyl group or an alkyl group substituted with a hydroxyl, alkoxy, phenoxy or phenyl group; n is 2 or 3; X is where R 2 and R 3 are each alkyl groups, substituted alkyl groups or alicyclic groups or R 2 and R 3 together form a ring including the amino N atom; R 4 is H or the residual group of a quaternizing agent, and when R 2 , R 3 and R 4 are all methyl groups and n is 3, R 1 has two or more carbon atoms; R 5 is H or alkyl; R 6 is alkyl, phenyl, or substituted phenyl; Y is an anion, are prepared by (1) treating naphthalic acid-4-sulphonic acid anhydride with an amine of the general formula NH 2 -(CH 2 ) n N(R 2 )R 3 , or subjecting the resulting naphthalimide-4-sulphonic acid to reaction with an alcohol or an alcoholate thereof of general formula R 1 OH in the presence of a condensing agent and finally treating the compound with a quaternizing agent or with an inorganic or organic acidic compound capable of forming a salt with the amine or (2) alkylating 4-hydroxynaphthalic acid anhydride with an alkylating agent, subjecting the product to reaction with one of the amines as used in method (1) and finally treating the resulting product with a quaternizing agent or with an inorganic or organic acidic compound capable of forming a salt with the amine. Numerous examples are given, in which R 1 is CH 3 , C 3 H 7 , CH 3 OC 2 H 4 , C 4 H 9 , C 2 H 5 OC 2 H 4 , C 6 H 5 C 2 H 4 or C 2 H 5 . Amongst the quaternizing agents employed are HCl, H 2 SO 4 , HClO 4 , ClCH 2 CO 2 H, CH 3 CO 2 H, p-toluenesulphonic acid and alkyl esters thereof, the acid chloride thereof, alkyl and aralkyl halides, C 6 H 5 OC 2 H 4 Cl, ClCH 2 CONH 2 , ClCH 2 COOC 2 H 5 , acetyl chloride, ethylsulphonyl chloride, dialkyl sulphates and sultones. Reference has been directed by the Comptroller to Specification 962,019.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP557367 | 1967-01-30 | ||
JP659067 | 1967-02-03 | ||
JP2911167 | 1967-05-10 | ||
JP5608467 | 1967-09-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1195143A true GB1195143A (en) | 1970-06-17 |
Family
ID=27454320
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB452068A Expired GB1195143A (en) | 1967-01-30 | 1968-01-29 | Naphthalimide Derivatives and methods for preparing the same |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE710031A (en) |
CH (1) | CH520677A (en) |
DE (1) | DE1695582C3 (en) |
FR (1) | FR1557945A (en) |
GB (1) | GB1195143A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008536999A (en) * | 2006-03-24 | 2008-09-11 | ロレアル | Specific phthalimide dyes, dye compositions comprising at least one dye of this type, methods and uses thereof |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2331307C3 (en) * | 1973-06-20 | 1980-07-03 | Basf Ag, 6700 Ludwigshafen | 4,5-dialkoxynaphthalimide compounds |
ES459497A1 (en) * | 1977-06-04 | 1978-04-16 | Made Labor Sa | N(Aminoalkyl)-naphthalimides and their derivatives |
US4371694A (en) * | 1978-11-07 | 1983-02-01 | Brent Chemicals International Limited | Aromatic compounds and their manufacture |
FR2789310B1 (en) * | 1999-02-09 | 2001-05-04 | Oreal | USE OF CATIONIC CONDENSED POLYCYCLIC COMPOUNDS IN DYEING KERATINIC MATERIALS, DYE COMPOSITIONS AND DYEING METHODS |
FR2789309B1 (en) * | 1999-02-09 | 2001-04-06 | Oreal | USE OF CATIONIC CONDENSED POLYCYCLIC COMPOUNDS IN DYEING KERATINIC FIBERS, DYE COMPOSITIONS AND DYEING METHODS |
DE102004006141A1 (en) | 2004-02-07 | 2005-08-25 | Wella Ag | Lightening direct dyes for keratin fibers and colorants containing these compounds |
FR2990851B1 (en) | 2012-05-24 | 2014-06-27 | Oreal | CATIONIC DYE WITH ANIONIC ORGANIC CONTENT, DYE COMPOSITION COMPRISING SAME, AND PROCESS FOR COLORING KERATINIC FIBERS FROM THESE DYES |
-
1968
- 1968-01-26 FR FR1557945D patent/FR1557945A/fr not_active Expired
- 1968-01-29 DE DE19681695582 patent/DE1695582C3/en not_active Expired
- 1968-01-29 BE BE710031D patent/BE710031A/xx unknown
- 1968-01-29 GB GB452068A patent/GB1195143A/en not_active Expired
- 1968-01-29 CH CH133468A patent/CH520677A/en not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008536999A (en) * | 2006-03-24 | 2008-09-11 | ロレアル | Specific phthalimide dyes, dye compositions comprising at least one dye of this type, methods and uses thereof |
Also Published As
Publication number | Publication date |
---|---|
FR1557945A (en) | 1969-02-21 |
CH520677A (en) | 1972-03-31 |
BE710031A (en) | 1968-05-30 |
DE1695582C3 (en) | 1976-01-08 |
DE1695582B2 (en) | 1975-05-28 |
DE1695582A1 (en) | 1972-03-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |