CH146858A - Process for the preparation of a vat dye of the benzanthrone pyrazole anthrone series. - Google Patents

Description

  

  Process for the preparation of a dye of the Benzanthronpyrazolantitroiirreihe. It has been found that new valuable products are created if aminobenzanthroiipyrazolanthroiie are brought into reaction with compounds which, according to experience, are capable of substituting hydrogen bound to nitrogen.

    Such compounds are, for example, acid anhydrides, acid halides, negatively substituted, in particular halogen-containing compounds of various body classes, aldehydes, quinones and the like.

   The aminobenzanthronpyrazole anthrones required as starting material can be synthesized (compare German patent publication no. 490723) or by nitration of the benzanthrone pyrazole anthrones and after the subsequent reduction (compare German patent no. 492275 ) </B> can be won.

    Your conversion into the new, substituted amino-containing compounds he follows by known methods, so in general using a suitable solvent and optionally with the addition of the usual condensing agents, such as. B. sodium acetate and catalysts such as copper carbonate, copper acetate, copper chloride or the like. In certain cases one or the other of these additions can be dispensed with.

   One of the reaction components can have a dissolving effect at the same time, or the reaction takes place so easily that the use of a condensation agent or a catalyst is unnecessary.



  The azolaiithron-derived products with substituted amino residues obtained in this way are in many cases directly valuable vat dyes or they form valuable intermediate products for the production of new dyes. The jelle- 'given in the following examples correspond to "parts by weight".



  The subject of this patent is a process for the preparation of a vat dye of the benzanthrone pyrazole anthrone series, which is characterized in that bromineizatithi # onpyrazolatithf-one, as is achieved by condensation of pyrazole anthrone with dibromobenzene from melting point 2560 / B > and subsequent potash melt can be held in the presence of a solvent niitAiniiioberizanthroiipyi-azolatithi-oii, ei-holdi)

       by nitration of benzanthroripyrazolanthrone and subsequent reduction of this nitro product, brought to reaction by heating.



  <I> Example: </I> By condensing equimolecular amounts of pyrazole anthrone and dibromobenzanthrone with a melting point of 25611 using the method of <B> D. </B> RP <B> 468896 </B>, a monobromium can easily be obtained -Bz-I-Benzanthronyl-Py-1-Pyrazolaiithron obtained from the melting point of the crude product <B> 367 0 </B>.

   This intermediate product changes into a monobi, om-benzaritlit # otipyi-azolanthi-oii, which looks red-violet in the potash melt using the method of <B> D. </B> RP <B> 490723 </B> Sulfuric acid of 96% and violet blue dissolves in monobydrate, <B> 10.5 </B> parts of this synthetic bromobenzanthrone pyrazole antbrone, <B> 9,

  3 parts Amiiiobeiizanthrotipyra7o1- anthrone (obtained by _INTitration of benzantlii-onpyrazolanthi-one and subsequent reduction according to <B> D. </B> RP <B> 492275), 10 </B> parts of dry sodium acetate and <B> 5 </B> parts by weight of copper carbonate are stirred into <B> 350 </B> parts of nitrobenzene for 16 hours at boiling temperature. After cooling, the separated product is placed on a filter, washed with nitrobenzene and then alcohol and dried.

   The result is a dye as a brown-black powder with a gray-blue line, presumably of the following composition:
EMI0002.0045
    Concentrated sulfuric acid dissolves this product with a black-violet color. The alkaliselia Hydrosulfitli: üpe has a greenish blue color. The coloring in this I #tipe on cotton is a blue-gray with very good fastness properties.

 

Claims (1)

<B> PATENT CLAIM - </B> Process for the preparation of a Küpeii- color "toffes of the Benzar) tlironpyi-azolatithron- series, characterized in that inan bromobenzanthroiipyrazolanthi-oii, as is done by condensation of pyrazolanthrone with dibromobenzanthrone from Melting point <B> 256 '</B> and after the subsequent potash meltdown can be kept in the presence of a solvent with amino at) zatithronpyrazolaiithroti, Ei-holding by nitration of Ber) zarithi-oiipyi # azolanthi-one, and subsequent reduction of this nitro product by means of flashes to react. The dye obtained is a brown-black powder with a gray-blue line that dissolves in concentrated sulfuric acid with a black-violet color. The alkaline hydrosulphite vat is greenish-tinged blue, the color on -, this vat on cotton is a blue-gray with very good fastness properties. SUBClaims: <B> 1. </B> Process according to patent claim, characterized in that nitrobenzene is used as the solvent. 2. The method according to claim, characterized in that the reaction is carried out in the presence of an acid-binding agent. <B> 3. </B> Process according to patent claim, characterized in that a catalyst is added to the reaction mixture.