Sequential One-Pot Synthesis of 2-Aminothiazoles Using Corresponding Ketones: Insights into Their Structural Features

被引:6
作者
Nagarajaiah, H. [1 ]
Prasad, N. L. [2 ]
Begum, Noor Shahina [2 ]
机构
[1] REVA Univ, Dept Chem, Bengaluru, India
[2] Bangalore Univ, Dept Chem, Maria Bharathi Campus, Bangalore 560056, Karnataka, India
关键词
One-pot two-step reaction; 2-aminothiazoles; structural modification; crystal structure; weak interactions; BIOLOGICAL EVALUATION; VINYL AZIDES; DERIVATIVES; INHIBITORS; DYES;
D O I
10.1080/10406638.2020.1821228
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Aminothiazoles have been synthesized by a one-pot, two-step sequential procedure in solution state which does not involve the isolation of intermediates. It involves alpha-halogenation of corresponding precursor ketones followed by condensation with substituted thiourea derivatives. All the products were analyzed by IR, NMR, mass spectral techniques and four of them were evaluated crystallographically. One of them crystallizes in the triclinic crystal system with space groupP, while, all the other compounds crystallize in the monoclinic crystal system in two different space groupsviz. P2(1)/c andP2(1)/n. The modified 2-aminothiazole core did not show any change in the intermolecular interaction. The N-H horizontal ellipsis N interaction predominates over other interactions forming centrosymmetric head to head dimer with the neighboring atoms. This feature is observed in all the molecules exceptN-(4-(4-bromophenyl)-3-(2,5-dimethylphenyl)thiazol-2(3H)-ylidene)-2,5-dimethylaniline.
引用
收藏
页码:1909 / 1919
页数:11
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