1-(2,5-Dimethoxy-4-nitrophenyl)piperidine
Round 1
Reviewer 1 Report
Comments and Suggestions for Authors
The authors, in summary, have nitrated 1,4-dimethoxybenzene on gram scale and after column chromatography separation obtained 1,4-dimethoxy-2,3-dinitrobenzene and isomeric 1,4-dimethoxy-2,5-dinitrobenzene in 54% and 11% yield, respectively.
1,4-Dimethoxy-2,5-dinitrobenzene was heated in piperidine and gave 1-(2,5-dimethoxy-4-nitrophenyl)piperidine in 76% yield while the analogous reaction with pyrrolidine afforded 1-(2,5-dimethoxy-4-nitrophenyl)pyrrolidine in 82% yield. A structure check in the REAXYS database confirmed that these two products were new. The new compounds were adequately characterized by IR, 1H, 13C NMR spectra and HRMS while 2D NMR correlation spectra, for full characterization, were provided for 1-(2,5-dimethoxy-4-nitrophenyl)piperidine.
The paper fits the criteria for a Short note. The authors selected the title “1-(2,5-Dimethoxy-4-nitrophenyl)piperidine” which is the derivative whose structure was confirmed also by 2D NMR spectroscopy. The title is therefore to the point.
The reaction schemes and structure formulae are properly referenced in the body text. However, in the body text all numbers given to compounds must be in parentheses and the number or number/letter in bold, e.g. (2b).
There are a couple of editorial mistakes that need correcting:
1. page 1, line 14: “in 76% and 82%,” change to “in 76% and 82% yield,”
2. page 1, line 34: “43% and 15% yield” change to “43% and 15% yield,”
The Supplementary Materials file is of good quality. Please add the title “Supplementary Materials” to the file.
The English language used is of very good standard.
The article will provide an interesting and useful addition to the Molbank papers.
Author Response
Dear Editor,
For clarity the requested amendments to the main text of the manuscript are in red font.
As requested by the Editorial Office, we have removed one self-citation, in order to reduce the self-citation rate. However, we feel all current citations are relevant, and appropriate to the study (background) described. This manuscript is an off-shoot from larger synthetic studies within the Aldabbagh group.
Our response to the Referee Comments:
The reaction schemes and structure formulae are properly referenced in the body text. However, in the body text all numbers given to compounds must be in parentheses and the number or number/letter in bold, e.g. (2b).
Done. All compound numbers in bold in the body of the text are now appearing in parentheses, only in Figures are compound numbers not in parentheses.
There are a couple of editorial mistakes that need correcting:
- page 1, line 14: “in 76% and 82%,”change to“in 76% and 82% yield,”
- page 1, line 34: “43% and 15% yield”change to“43% and 15% yield,”
Done. Both requested additions to the text are made.
The Supplementary Materials file is of good quality. Please add the title “Supplementary Materials” to the file.
Done. The requested title is added.
We thank this Reviewer and the Editor for all their constructive suggestions.
