One pot three component synthesis of 2-amino-4H-chromene derivatives under microwave irradiation using Sr2As2O7 nanocatalyst

L. Kafi‐Ahmadi, S. Khademinia, Rozhin Esmaeili
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Abstract

2-Amino-4H-chromene compounds are belonged to an important heterocyclic groups that have extensive important in organic chemistry and medicine. The compounds have anti-cancer, anti-bacterial, anti-coagulation and anti-tumor properties and have applications to produce dye, make up and hygienic materials. Until know, several methods have been reported for the synthesis of the compounds. Most of them, suffers defects such as poisoning and volatile solvents, low yield, high length reaction time, and no reusability of used catalyst. In the present work, Sr2As2O7 pyrochlore material was used as a catalyst for the synthesis of 2-amino-4H-cromens derivatives using a three component one-pot synthesis method under microwave irradiation. The raw materials were aromatic aldehydes, malononitrile and beta-naphtol. Sr2As2O7 was synthesized by an ultrasonic assisted solvothermal method using H2O and C2H5OH solvents mixtures at the 1:1 volumetric ratio. The materials were characterized by PXRD, FESEM and FTIR techniques. Then, the catalytic performance of the synthesized nanomaterial was used for the synthesis of 2-amino-4H-chromene derivatives. To do the process, the reaction parameters such as reaction time, solvent type and catalyst amount were optimized and the reactions were performed under the conditions. It was found that the optimum conditions were 15 mg catalyst, H2O as solvent and 6-9 min reaction time.
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微波辐照下Sr2As2O7纳米催化剂一锅三组分合成2-氨基- 4h -铬衍生物
2-氨基- 4h -铬化合物是一类重要的杂环基团,在有机化学和医学上具有广泛的应用价值。该化合物具有抗癌、抗菌、抗凝血和抗肿瘤等特性,可用于生产染料、化妆品和卫生材料。到目前为止,已经报道了几种合成这些化合物的方法。它们大多存在中毒、溶剂挥发、产率低、反应时间长、催化剂不可重复使用等缺陷。本文以Sr2As2O7焦绿盐为催化剂,在微波辐射下采用三组分一锅法合成了2-氨基- 4h -克罗门衍生物。原料为芳香族醛、丙二腈和-萘酚。以水和C2H5OH为溶剂,体积比为1:1,采用超声辅助溶剂热法合成了Sr2As2O7。采用PXRD、FESEM和FTIR技术对材料进行了表征。然后,将合成的纳米材料的催化性能用于合成2-氨基- 4h -铬衍生物。对反应时间、溶剂类型、催化剂用量等参数进行了优化,并在此条件下进行了反应。结果表明,最佳反应条件为催化剂15 mg,水为溶剂,反应时间6 ~ 9 min。
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