GB1195143A - Naphthalimide Derivatives and methods for preparing the same - Google Patents

Naphthalimide Derivatives and methods for preparing the same

Info

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
Application number
GB452068A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Publication of GB1195143A publication Critical patent/GB1195143A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic 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
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/14Aza-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.
GB452068A 1967-01-30 1968-01-29 Naphthalimide Derivatives and methods for preparing the same Expired GB1195143A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (1)

* Cited by examiner, † Cited by third party
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