引用本文:
尹志刚, 肖金秋, 钱恒玉, 赵德丰, H. S. Freemanc. 2-氨基-10-羟基-5,10-二氢磷杂吖嗪-10-氧化物的合成、诱变性及应用[J]. 应用化学,
2005, 22(11): 1208-1213.
Citation: YIN Zhi-Gang, XIAO Jin-Qiu, QIAN Heng-Yu, ZHAO De-Feng, H. S. Freeman. Syntheses,Mutagenicity and Application of 2-Amino-10 Hydroxy-5,10-Dihydrophenophosphazine 10-Oxide[J]. Chinese Journal of Applied Chemistry, 2005, 22(11): 1208-1213.
Citation: YIN Zhi-Gang, XIAO Jin-Qiu, QIAN Heng-Yu, ZHAO De-Feng, H. S. Freeman. Syntheses,Mutagenicity and Application of 2-Amino-10 Hydroxy-5,10-Dihydrophenophosphazine 10-Oxide[J]. Chinese Journal of Applied Chemistry, 2005, 22(11): 1208-1213.
2-氨基-10-羟基-5,10-二氢磷杂吖嗪-10-氧化物的合成、诱变性及应用
摘要:
室温下,用醋酸硝酰(浓硝酸与冰醋酸混合物)将10-羟基-5,10-二氢磷杂吖嗪-10-氧化物硝化5 h,得10-羟基-2-硝基-5,10-二氢磷杂吖嗪-10-氧化物(74%)。后者在中性介质中,用5%Pd/C作催化剂,氢化还原得到2-氨基-10-羟基-5,10-二氢磷杂吖嗪-10-氧化物(70%)。经过Salmonella/mammalian microsome assay测试,该氨基物表现为非诱变性,用它作为重氮组分,分别与3种吡唑啉酮系衍生物偶合得到3种红色酸性偶氮染料。研究了这些染料的光谱性质及其应用性能。结果表明,所合成的新染料比由一般芳香胺与吡唑啉酮形成的偶氮化合物具有深色效应。用波谱分析确定了中间体及其染料的结构。
English
Syntheses,Mutagenicity and Application of 2-Amino-10 Hydroxy-5,10-Dihydrophenophosphazine 10-Oxide
Abstract:
10-Hydroxy-5,10-dihydrophenophosphazine 10-oxide reacted with acetyl nitryl, viz.,a mixture of acetic acid and concentrated nitric acid to give 10-hydroxy-2-nitro-5,10-dihydrophenophosphazine 10-oxide(74%) which can be further hydrogenated to 2-amino-10-hydroxy-5,10-dihydrophenophosphazine 10-oxide(70%) at pH=7 over 5%Pd/C.The resulting nonmutagenic amino compound(via Salmonella/mammalian microsome assay) was employed as diazo moiety to couple with 3 intermediates containing pyrazolone nucleus to give three different azo dyes.From the investigations of the visible spectra and colorization performances of these azo dyes,it was found that they had deep coloring effects on dyeing wool or silk.In addition,the structures of two intermediates and three azo dyes prepared in this study were determined with spectroscopic techniques.
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Key words:
- dihydrophenophosphazine
- / synthesis
- / structure identification
- / mutagenicity
- / pyrazolone
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