New Synthetic Approach to 4-N-Arylaminoazuleno[2,1-d]pyrimides |
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Authors: | Dao-Lin Wang Zheng Gu Jiao Xu Shan Han Kimiaki Imafuku |
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Affiliation: | 1. College of Chemistry and Chemical Engineering, Liaoning Key Laboratory of Apple Chemistry , Bohai University , Jinzhou, China wangdaolin@sina.com;3. College of Chemistry and Chemical Engineering, Liaoning Key Laboratory of Apple Chemistry , Bohai University , Jinzhou, China;4. Heilongjiang University of Chinese Medicine, Jiamusi Institute, Cosmetology Department , Jiamusi, China;5. Department of Chemistry, Faculty of Science , Kumamoto University , Kurokami, Kumamoto, Japan |
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Abstract: | 1-Cyano-2-N,N-dimethylformamidinylazulenes as new synthons directed to heterocycle-fused azulenes were obtained by the condensation of 2-amino-1-cyanoazulenes and N,N-dimethylformamide dimethyl acetal (DMFDMA). 1-Cyano-2-N,N-dimethylformamidinylazulene (2a) and 1-bromo-3-cyano-2-N,N-dimethylformamidinylazulene (2b) reacted with anilines (3a–h) to give 4-N-arylaminoazuleno-[2,1-d]pyrimidines in moderate yields. This reaction provides a new procedure for synthesis of pyrimidine-fused azulenes. |
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Keywords: | Azulene azuleno[2,1-d]pyrimidines DMFDMA synthesis |
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