GB763696A - Improved process for the production of fluorescent monotriazole compounds and the resulting product - Google Patents

Improved process for the production of fluorescent monotriazole compounds and the resulting product

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Publication number
GB763696A
GB763696A GB812/55A GB81255A GB763696A GB 763696 A GB763696 A GB 763696A GB 812/55 A GB812/55 A GB 812/55A GB 81255 A GB81255 A GB 81255A GB 763696 A GB763696 A GB 763696A
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GB
United Kingdom
Prior art keywords
coupling
sulphonic acid
split
aminonaphthalene
acids
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
GB812/55A
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.)
Novartis AG
Original Assignee
JR Geigy AG
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 JR Geigy AG filed Critical JR Geigy AG
Publication of GB763696A publication Critical patent/GB763696A/en
Expired legal-status Critical Current

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Abstract

In the preparation of 2-stilbyl-(naptho-11.21:4.5) -1 : 2 : 3-triazoles by the process of the parent Specification, the handling of 2-aminonaphthalene in the first step is avoided by employing as coupling component a sulphonated derivative of 2-aminonaphthalene, coupling in the 1-position, from which the sulphonic acid group or the radical carrying it is split off at a suitable stage in the dyestuff or triazole formation. As coupling components from which the sulphonic acid group is split off during coupling may be used 2-aminonaphthalene-1-sulphonic acid or 2-naphthylsulphamic acid, which, owing to their relatively slight coupling power, are advantageously coupled at a higher temperature than is usual (e.g. at 40-60 DEG C.), in the presence of additives which stabilize the diazo compound (e.g. naphthalene-mono- and di-sulphonic acids or tetrahydronaphthalenesulphonic acids). Alternatively there may be used N-2-naphthylmethylamine - o - sulphonic acid, from which the sulphomethyl radical is subsequently split off, advantageously by alkaline hydrolysis before the oxidation step, or such 2-aminonaphthalenesulphonic acids, coupling in the 1-position, the sulphonic acid group of which can be split off by mineral acid hydrolysis of either the aminoazo dyestuff or the triazole. Examples describe the use of the three coupling components specified above, the diazo component in each case being 4-aminostilbene-2-sulphonic acid and the o-aminoazo dyestuff being oxidized with sodium hypochlorite to 2-(stilbyl -411) - (naphtho - 11.21:4.5) - 1.2.3 - triazol -211-sulphonic acid.ALSO:In the process of the Parent Specification, the handling of 2-aminonaphthalene is avoided by coupling the diazotized 4-aminostilbene-2-sulphonic acid with a sulphonated derivative of 2-aminonaphthalene, coupling in the 1-position, from which the sulphonic acid group or the radical carrying it is simultaneously or subsequently split off. As coupling components from which the sulphonic acid group is split off during coupling may be used 2-aminonaphthalene-1-sulphonic acid or 2-naphthylsulphonic acid, which, owing to their relatively slight coupling power, are advantageously coupled at a higher temperature than is usual (e.g. at 40-60 DEG C.), in the presence of additives which stabilize the diazo compound (e.g. naphthalene-mono- and di-sulphonic acids or tetrahydronaphthalenesulphonic acids). Alternatively there may be used N-2-naphthylmethylamine - o - sulphonic acid, from which the sulphomethyl radical is subsequently split off, advantageously by alkaline hydrolysis, or such 2-aminonaphthalenesulphonic acids, coupling in the 1-position, the sulphonic acid group of which can be split off by mineral acid hydrolysis. Examples describe the use of the three coupling components specified above.
GB812/55A 1954-01-13 1955-01-11 Improved process for the production of fluorescent monotriazole compounds and the resulting product Expired GB763696A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH763696X 1954-01-13

Publications (1)

Publication Number Publication Date
GB763696A true GB763696A (en) 1956-12-12

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ID=4534861

Family Applications (1)

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GB812/55A Expired GB763696A (en) 1954-01-13 1955-01-11 Improved process for the production of fluorescent monotriazole compounds and the resulting product

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GB (1) GB763696A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3459744A (en) * 1965-01-09 1969-08-05 Bayer Ag V-triazole-(2)-stilbenes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3459744A (en) * 1965-01-09 1969-08-05 Bayer Ag V-triazole-(2)-stilbenes

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