GB822846A - Preparation and use of diaryl thienyl methane compounds - Google Patents

Preparation and use of diaryl thienyl methane compounds

Info

Publication number
GB822846A
GB822846A GB9036/57A GB903657A GB822846A GB 822846 A GB822846 A GB 822846A GB 9036/57 A GB9036/57 A GB 9036/57A GB 903657 A GB903657 A GB 903657A GB 822846 A GB822846 A GB 822846A
Authority
GB
United Kingdom
Prior art keywords
methyl
compounds
ethyl
isopropyl
propyl
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
GB9036/57A
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.)
CA MINISTER NAT DEFENCE
Minister of National Defence of Canada
Original Assignee
CA MINISTER NAT DEFENCE
Minister of National Defence of Canada
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 CA MINISTER NAT DEFENCE, Minister of National Defence of Canada filed Critical CA MINISTER NAT DEFENCE
Publication of GB822846A publication Critical patent/GB822846A/en
Expired legal-status Critical Current

Links

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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises the leuco compounds of formula <FORM:0822846/IV(c)/1> where R1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, n-pentyl or isopentyl, R2 is methyl or ethyl, and R3 = R4 and is methyl, ethyl, n-propyl or isopropyl. The compounds may be prepared by reacting a thiophenaldehyde of formula <FORM:0822846/IV(c)/2> with a di-N-substituted aniline. The compounds are used as indicators in the Schoenemann reaction, being oxidized to give blue-green compounds.ALSO:The invention comprises compounds of the formula <FORM:0822846/IV (a)/1> where R1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, n-pentyl or isopentyl, R2 is methyl or ethyl, and R3 = R4 and is methyl, ethyl, n-propyl or isopropyl. The compounds may be prepared by reacting a thiophenaldehyde of formula <FORM:0822846/IV (a)/2> with a di-N-substituted aniline. The intermediate thiophenaldehydes where R1 is methyl are prepared in examples by reacting pyrotartaric acid monosodium salt with a phosphorus sulphide to form 3-methyl-thiophene, which is then converted to 1-formyl- or 1-acetyl-3-methyl-thiophene, the carbonyl groups are reduced to give R2 = methyl or ethyl, and an aldehyde group introduced in the 5-position. The compounds of the invention are used as indicators in the Schoenemann reaction.
GB9036/57A 1956-10-01 1957-03-19 Preparation and use of diaryl thienyl methane compounds Expired GB822846A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA822846X 1956-10-01

Publications (1)

Publication Number Publication Date
GB822846A true GB822846A (en) 1959-11-04

Family

ID=4172594

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9036/57A Expired GB822846A (en) 1956-10-01 1957-03-19 Preparation and use of diaryl thienyl methane compounds

Country Status (1)

Country Link
GB (1) GB822846A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7211117B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising at least one dye chosen from monoheteroyldiarylmethane direct dyes and the leuco precursors thereof and dyeing method using it
US7211118B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined triheteroylmethane direct dye or leuco precursor of this dye and dyeing method using it
US7217297B2 (en) 2002-12-30 2007-05-15 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined diheteroylarylmethane direct dye or a leuco precursor of this dye and dyeing method using it
US7288121B2 (en) 2004-02-27 2007-10-30 L'oreal S.A. Composition comprising at least one mixed dye comprising at least one chromophore chosen from compounds of the methine family and/or the carbonyl family, dyeing process and kit, and mixed dyes
US7300471B2 (en) 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
US7303591B2 (en) 2004-02-27 2007-12-04 L'oreal S.A. Composition comprising at least one mixed dye comprising at least two chromophores of (hetero) aromatic nitro or cyclic azine type, dyeing process, and mixed dyes
JP2017518407A (en) * 2014-05-06 2017-07-06 ミリケン・アンド・カンパニーＭｉｌｌｉｋｅｎ ＆ Ｃｏｍｐａｎｙ Laundry care composition

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7211117B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising at least one dye chosen from monoheteroyldiarylmethane direct dyes and the leuco precursors thereof and dyeing method using it
US7211118B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined triheteroylmethane direct dye or leuco precursor of this dye and dyeing method using it
US7217297B2 (en) 2002-12-30 2007-05-15 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined diheteroylarylmethane direct dye or a leuco precursor of this dye and dyeing method using it
US7288121B2 (en) 2004-02-27 2007-10-30 L'oreal S.A. Composition comprising at least one mixed dye comprising at least one chromophore chosen from compounds of the methine family and/or the carbonyl family, dyeing process and kit, and mixed dyes
US7300471B2 (en) 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
US7303591B2 (en) 2004-02-27 2007-12-04 L'oreal S.A. Composition comprising at least one mixed dye comprising at least two chromophores of (hetero) aromatic nitro or cyclic azine type, dyeing process, and mixed dyes
JP2017518407A (en) * 2014-05-06 2017-07-06 ミリケン・アンド・カンパニーＭｉｌｌｉｋｅｎ ＆ Ｃｏｍｐａｎｙ Laundry care composition
US11530374B2 (en) 2014-05-06 2022-12-20 Milliken & Company Laundry care compositions

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