Nitration of N-acetyl anilides using silver(I) nitrate/persulfate combination
Issued Date
2022-01-01
Resource Type
ISSN
00397911
eISSN
15322432
Scopus ID
2-s2.0-85131563495
Journal Title
Synthetic Communications
Volume
52
Issue
9-10
Start Page
1279
End Page
1289
Rights Holder(s)
SCOPUS
Bibliographic Citation
Synthetic Communications Vol.52 No.9-10 (2022) , 1279-1289
Suggested Citation
Sanjeam H., Kuhakarn C., Leowanawat P., Reutrakul V., Soorukram D. Nitration of N-acetyl anilides using silver(I) nitrate/persulfate combination. Synthetic Communications Vol.52 No.9-10 (2022) , 1279-1289. 1289. doi:10.1080/00397911.2022.2081924 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/84219
Title
Nitration of N-acetyl anilides using silver(I) nitrate/persulfate combination
Author's Affiliation
Other Contributor(s)
Abstract
Nitration of N-acetyl anilides using a simple combination of AgNO3 and K2S2O8 as a stable nitro source and an oxidant, respectively, was explored. The reaction was practical to operate and proceeded under considerably mild reaction conditions (reflux in acetonitrile) within acceptable reaction time (6 h). The para-substituted N-acetyl anilides gave only ortho-nitrated products in moderate to good yields (30–63% yields). The ortho-, meta-, or non-substituted N-acetyl anilides gave a mixture of nitrated products (30–72% combined yields) with preferentially at the para- over the ortho-position (ortho:para; 1.0:1.1–1.0:2.8).