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Communication
Peer-Review Record

Synthesis and Spectroscopic Study of New 1H-1-Alkyl-6-methyl-7-nitroso-3-phenylpyrazolo[5,1-c][1,2,4]triazoles

Molbank 2024, 2024(2), M1815; https://doi.org/10.3390/M1815
by Ion Burcă, Valentin Badea *, Vasile-Nicolae Bercean and Francisc Péter
Reviewer 1: Anonymous
Reviewer 2: Anonymous
Reviewer 3: Anonymous
Molbank 2024, 2024(2), M1815; https://doi.org/10.3390/M1815
Submission received: 9 March 2024 / Revised: 18 April 2024 / Accepted: 19 April 2024 / Published: 24 April 2024
(This article belongs to the Collection Heterocycle Reactions)

Round 1

Reviewer 1 Report

Comments and Suggestions for Authors

This manuscript describes the synthesis of 3 1H-1-alkyl-3-phenyl-6-methyl-7-nitroso-pyrazolo [5,1-c] [1,2,4] triazoles and their spectroscopic characterization. However, the following interconversion of these compounds into the corresponding salts should need more details. The only λmax values from the UV-Vis spectra in acetic  acid and methanolic HCl solution are not enough for the structural characterization of the salts. The manuscript should be suitable for publication in Molbank after the corresponding  revision.

Author Response

This manuscript describes the synthesis of 3 1H-1-alkyl-3-phenyl-6-methyl-7-nitroso-pyrazolo [5,1-c] [1,2,4] triazoles and their spectroscopic characterization. However, the following interconversion of these compounds into the corresponding salts should need more details. The only λmax values from the UV-Vis spectra in acetic  acid and methanolic HCl solution are not enough for the structural characterization of the salts. The manuscript should be suitable for publication in Molbank after the corresponding  revision.

The purpose of this work is not to isolate or characterize the existence of salts 3b-d. The suggestion of the existence of the synthesized compounds in the form of salts 3b-d appeared after observing their behavior in an acidic environment. We only proposed these structures following the observations we had in changing the specific color of aromatic nitroso chromophores from blue to yellow in an acidic environment. These salts probably exist only in solution, and we consider their isolation and respective characterization to be far beyond what we wanted to present in this article.

Reviewer 2 Report

Comments and Suggestions for Authors

Please open attached file.

Comments for author File: Comments.pdf

Comments on the Quality of English Language

The English language of this article should be corrected by a qualified person.

Author Response

 

 

 

Author Response File: Author Response.pdf

Reviewer 3 Report

Comments and Suggestions for Authors

This manuscript presents the preparation and structural elucidation of three nitroso compounds using a previously known reaction.

The tree compounds prepared are new to the chemical literature.

The manuscript is well-written and easy to follow.

The characterization data included IR, UV, NMR 1(H, 13C, mono, and bidimensional, and 15N), and elemental analysis. The spectra in the supplementary materials section are clear and support the proposed structures.

The only proposed corrections are more of an editorial type:

The figures and schemes should be cited in the text. In this manuscript, Scheme 3 is not cited and for Scheme 1, Scheme 2, and Scheme 4 the text says “the figure below” or “the scheme below”.

 

Other than that, this manuscript is acceptable for publication.

Author Response

The Schemes and tables were cited in the text.

Round 2

Reviewer 1 Report

Comments and Suggestions for Authors

The revised manuscript should be suitable for publication but the number 2b-d in the table 1 should be changed into 3a-c.

Author Response

The revised manuscript should be suitable for publication but the number 2b-d in the table 1 should be changed into 3a-c.

We replaced numbers 2b-d with 3a-c in table 1.

Reviewer 2 Report

Comments and Suggestions for Authors

Although the authors have not complied to the majority of suggestions put forward by the referee, in order to improve the introduction and the style of the article, they have given adequate explanations for doing so.

On the other hand, the authors have inserted into Table 1 important 2D NMR correlation data for compounds 3a-c, that confirm their structures, as was initially suggested by the referee.

The manuscript has still a few minor editorial mistakes such as, for example, the word "pyrazole" written wrongly as "pirazole" and in line 57: "1H-13C HMBC and respectively 1H-15N HMBC" change to "1H-13C HMBC and respectively "1H-15N HMBC"

I further suggest that all chemical structures be improved by using Arial 10 in ChemDraw.

After theses minor improvements, the article will be suitable for publication in the journal Molbank.

 

Comments on the Quality of English Language

The quality of the English Language is good but minor editing is needed.

Author Response

Although the authors have not complied to the majority of suggestions put forward by the referee, in order to improve the introduction and the style of the article, they have given adequate explanations for doing so.

Thank you for your understanding.

On the other hand, the authors have inserted into Table 1 important 2D NMR correlation data for compounds 3a-c, that confirm their structures, as was initially suggested by the referee.

The manuscript has still a few minor editorial mistakes such as, for example, the word "pyrazole" written wrongly as "pirazole" and in line 57: "1H-13C HMBC and respectively 1H-15N HMBC" change to "1H-13C HMBC and respectively "1H-15N HMBC"

We replaced “pirazole” with “pyrazole”

We replaced "1H-13C HMBC and respectively 1H-15N HMBC" with "1H-13C HMBC and respectively 1H-15N HMBC"

I further suggest that all chemical structures be improved by using Arial 10 in ChemDraw.

All chemical structures drawn in ChemDraw have been changed to Arial 10.

After theses minor improvements, the article will be suitable for publication in the journal Molbank.

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