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New Triazinoindoles through the Action of 3-Hydrazino[1,2,4]triazino[5,6-b]indole on α,β-Unsaturated Compounds
Youssef, Ahmed S. A. New Triazinoindoles through the Action of 3-Hydrazino[1,2,4]triazino[5,6-b]indole on α,β-Unsaturated Compounds Chemical Papers, Vol.56, No. 2, 2002, 132-137
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Document type:
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Článok z časopisu / Journal Article |
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Collection:
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Chemical papers
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| Author(s) |
Youssef, Ahmed S. A.
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| Title |
New Triazinoindoles through the Action of 3-Hydrazino[1,2,4]triazino[5,6-b]indole on α,β-Unsaturated Compounds
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| Journal name |
Chemical Papers
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| Publication date |
2002
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| Year available |
2002
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| Volume number |
56
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| Issue number |
2
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| ISSN |
0366-6352
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| Start page |
132
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| End page |
137
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| Place of publication |
Poland
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| Publisher |
Versita
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| Collection year |
2002
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| Language |
english
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| Subject |
290000 Engineering and Technology
290600 Chemical Engineering
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| Abstract/Summary |
3-Hydrazino[1,2,4]triazino[5,6-b]indole (I) reacted with 1-aryl-3-phenylprop-2-yn-1-ones IIa—IIc to give 3-(5-aryl-3-phenylpyrazol-1-yl)[l,2,4]triazino[5,6-b]indoles IIIa—IIIc. ω-(p-Chlorobenzoyl)acetophenone ([1,2,4]triazino[5,6-b]indol)-3-ylhydrazone was isolated in case of IIb only. On the other hand, methyl (p-chlorophenyl)prop-2-ynoate (IId) gave 3-[3-(p-chlorophenyl)-5-hydroxypyrazol-1- yl][1,2,4]triazino[5,6-b]indole (IIId). I reacted with diethyl but-2-ynedioate to give 3-((4H)-3- ethoxycarbonyl-5-oxopyrazol-1-yl)[1,2,4]triazino[5,6-b]indole and diethyl oxaloacetate ([1,2,4]triazino[ 5,6-b]indol)-3-ylhydrazone. Similar treatment of I with 2-cyano- or 2-cyano-3-methylcinnamonitriles afforded 3-((4H)-3,5-dioxo-4-phenylmethylenepyrazol-2-yl)- and 3-[(4H)-3,5-dioxo-4-(1-phenylethylene) pyrazol-2-yl][1,2,4]triazino[5,6-b]indoles, respectively. Structures of all products are evidenced by microanalytical and spectral data.
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