Claims
- 1. A process for the preparation of a dyestuff of the formula ##STR23## wherein R.sub.3 ' and R.sub.4 ' independently of one another represent C.sub.1 -C.sub.6 -alkyl, which can be substituted by a C.sub.1 -C.sub.4 -alkoxy, cyano, aminocarboxyl or C.sub.1 -C.sub.4 -alkoxycarbonyl group, and at least one of the radicals R.sub.3 ' or R.sub.4 ' is the radical ##STR24## n and n.sub.1 independently of one another denote 0, 1 or 2, R.sub.5 and R.sub.5 ' independently of one another denote hydrogen, methyl, ethyl or hydroxyl,
- R.sub.6 and R.sub.6 ' independently of one another denote hydrogen, methyl or ethyl, or
- R.sub.5 and R.sub.6 conjointly denote methylene or ethylidene, D denotes a direct bond, vinylene, ethinylene, sulphur or --O--(CH.sub.2 --CH.sub.2 O).sub.x,
- x=0, 1 or 2,
- R.sub.2 ' represents C.sub.1 -C.sub.6 -alkyl, which can be substituted by a C.sub.1- C.sub.4 -alkoxy, cyano, aminocarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl group; or represents phenyl, cyclopentyl, cyclohexyl, benzyl or phenylethyl, which, in the rings, can be substituted by 1-5 halogen or C.sub.1 -C.sub.4 -alkyl groups or by 1 or 2 hydroxyl, C.sub.1 -C.sub.4 -alkoxy or nitro groups,
- R.sub.7 represents C.sub.1 -C.sub.6 -alkyl, halogen, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, cyano, aminocarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, amino, acetylamino, mono- and di-C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -alkylsulphonylamino, C.sub.1 -C.sub.4 -alkylmercapto, cyanoethylmercapto, phenylmercapto, phenylmercapto substituted by chlorine or methyl, or aminosulphonyl or C.sub.1 -C.sub.4 -alkylsulphonyl,
- R.sub.8 represents hydrogen, methyl, ethyl or C.sub.1 -C.sub.4 -alkoxy or a R.sub.8 which is in the o-position relative to the nitrogen represents, conjointly with R.sub.2, propylene-(1,2) ethylene, methyl-substituted propylene-(1,3) or methyl-substituted ethylene, m represents 0, 1 or 2 and
- An.sup.- represents an anion,
- consisting essentially reacting a dyestuff of the formula ##STR25## wherein R' and R.sub.1 ' independently of one another represent C.sub.1 -C.sub.6 -alkyl, which can be substituted by a C.sub.1 -C.sub.4 -alkoxy, cyano, aminocarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl group, and at least one of the radicals R' and R.sub.1 ' is ethyl substituted by chlorine, bromine or hydroxyl, with a polyhyric alcohol of the formula ##STR26## at 80.degree. to 160.degree. C. in the presence of a catalyst selected from the group consisting of an aluminium oxide, active alumina, silica, active zeolite finely divided platinum, phosphorus pentoxide, polyphosphoric acid, phosphoric acid, sulfuric acid, titanium oxide, zirconium oxide, thorium oxide and polystyrene-sulphonic acids.
- 2. A process according to claim 1, wherein aluminium oxide, silica, active alumina (bleaching earth) or platinum is used as the catalyst.
- 3. A process according to claim 1 in which the polyhyric alcohol has the formula
- HO--CH.sub.2 --D'--CH.sub.2 --OH
- in which D' is a direct bond, methylene, ethylene or a radical of the formula
- --CH.sub.2 --O--(CH.sub.2 --CH.sub.2 --O).sub.x' --CH.sub.2 --,
- and x' is 0, 1 or 2, and the starting dyestuff has the formula ##STR27## in which R".sub.2 and R".sub.3 independently of one another represent methyl, ethyl, .beta.-cyanoethyl, n- or iso-propyl or n-butyl,
- R.sub.7 ' represents hydrogen, chlorine or bromine and
- Z' represents chlorine or hydroxyl,
- Z' being replaced in the end product by --O--CH.sub.2 --D'--CH.sub.2 --OH.
- 4. A process according to claim 3, in which the polyhydric alcohol is ethylene glycol or 1,3-dihydroxypropane.
- 5. A process according to claim 4, in which the polyhydric alcohol is ethylene glycol or 1,3-dihydroxypropane.
- 6. A process according to claim 1 in which the polyhydric alcohol has the formula
- HO--CH.sub.2 --D'--CH.sub.2 --OH
- in which D' is a direct bond, methylene, ethylene or a radical of the formula
- --CH.sub.2 --O--(CH.sub.2 --CH.sub.2 --O).sub.x' --CH.sub.2 --,
- and
- and the starting dyestuff has the formula ##STR28## in which R".sub.2 and R".sub.3 independently of one another represent methyl, ethyl, .beta.-cyanoethyl, n- or iso-propyl or n-butyl,
- R.sub.7 ' represents hydrogen, chlorine or bromine and
- Z' represents chlorine or hydroxyl,
- Z' being replaced in the end product by --O--CH.sub.2 --D'--CH.sub.2 --OH.
Priority Claims (1)
Number |
Date |
Country |
Kind |
2614886 |
Apr 1976 |
DEX |
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Parent Case Info
This is a Continuation, of application Ser. No. 784,360, filed Apr. 4, 1977, now abandoned.
US Referenced Citations (3)
Non-Patent Literature Citations (1)
Entry |
Wagner et al., Synthetic Organic Chemistry, (New York, 1953), pp. 226-231. |
Continuations (1)
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Number |
Date |
Country |
Parent |
784360 |
Apr 1977 |
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