Synthesis of Some Novel Pyrazolo[1,5-a]pyrimidine Derivatives and Their Application as Disperse Dyes

Molecules

Alya M. Al-Etaibi¹  Nouria A. Al-Awadi¹  Morsy A. El-Apasery¹ 

[1] ¹Natural Science Department, College of Health Science, Public Authority for Applied Education and Training, Kuwait ²Chemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, Kuwait

关键词: enaminone;    pyrazolohydrazone;    microwave irradiation;    disperse dyes;    HMBC 2-D;    2;    4-pentandione;    enaminonitrile;   

DOI  :  10.3390/molecules16065182

来源: mdpi

【 摘 要 】

A series of novel monoazo-disperse dyes containing pyrazolo[1,5-a]pyrimidine structures were synthesized starting with the coupling reaction between ethyl cyanoacetate and 4-hydroxybenzenediazonium chloride, followed by treatment of the resulting hydrazone product with hydrazine hydrate. The pyrazolohydrazone 6 is then treated with either 2,4-pentandione and enaminonitrile or aryl-substituted enaminoketones to give the target pyrazolo[1,5-a]pyrimidine dyes 7 and 15a-d. Structural assignments to the dyes were made using NMR spectroscopic methods. A new high temperature method, using microwave heating, was employed to apply these dyes to polyester fibers. Most of the dyed fabrics tested displayed moderate light fastness and excellent washing fastness properties.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.