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(E)-2-(6-(4′-(Diphenylamino)-[1,1′-biphenyl]-2-yl)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5(4H)-ylidene)-2-(6-(4′-(diphenylamino)-[1,1′-biphenyl]-2-yl)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl)acetonitrile
 
 
Communication
Peer-Review Record

Synthesis of a Novel 2-((4,5-Diphenyl-4H-1,2,4-triazol-3-yl)thio)acetaldehyde as a Bisulfite Adduct

Molbank 2023, 2023(3), M1715; https://doi.org/10.3390/M1715
by Beniamin-Nicolae Pintea, Ion Burcă, Valentin Badea * and Francisc Peter
Reviewer 1: Anonymous
Reviewer 2: Anonymous
Molbank 2023, 2023(3), M1715; https://doi.org/10.3390/M1715
Submission received: 24 July 2023 / Revised: 19 August 2023 / Accepted: 22 August 2023 / Published: 24 August 2023

Round 1

Reviewer 1 Report

Francisc and coworkers describe a new synthesis of 2-((4,5-diphenyl-4H-1,2,4-triazol-3-yl)thio)acetaldehyde.

Furthermore, this methodology furnishes a valid tool also for future biological applications

I find this work very well written and discussed.

This review should be accepted after the authors have addressed some issues.

Minor revisions:

-The authors declare that 1,2,4-triazole have received a lot of attention in last years, see the introduction.

Add some references to justify this sentence.

-          Which are the useful biological activities in presence of a sulfur atom?

-          Report the yield under compound 2.

-          Describe the reason of transforming the aldehyde 3 in the corresponding 4

-          There are some biological activities for 4?

Author Response

Minor revisions:

-The authors declare that 1,2,4-triazole have received a lot of attention in last years, see the introduction.

Add some references to justify this sentence.

We added some references to justify the sentences.

-          Which are the useful biological activities in presence of a sulfur atom?

Because the biological activity of a compound is determined by its structure, not only by the presence of a sulfur atom, we deleted the corresponding sentences.

-          Report the yield under compound 2.

The yield for compound 2 was reported on the reaction scheme and was also placed in the text above the scheme.

-          Describe the reason of transforming the aldehyde 3 in the corresponding 4

The reason of transforming the aldehyde 3 in bisulfite adduct 4 is that the separation of aldehyde from reaction mixture is difficult and time consuming. Thus, we transformed the aldehyde to a bisulfite adduct, so the separation can be done more easily. Later, the bisulfite adduct can be converted back to the aldehyde.

-          There are some biological activities for 4?

The biological activity for compound 4 was not elucidated, because compound 4 is a new compound, and was never reported in literature.

Reviewer 2 Report

The authors reported the synthesis of 2-((4,5-diphenyl-4H-1,2,4-triazol-3-yl)thio)acetaldehyde as a bisulfite adduct. However, I think this paper is not suitable for rapid publication. The presence of several important functional groups (acetal and aldehyde) does not mean that the targeted compound is biologically active. The authors said “our scope was to synthesize some 1,2,4-triazole thiol derivatives”, but the authors synthesize only one compound. So, this paper lacks the importance of science. This paper does not involve conclusion part. Experimental amount is too little (synthesize only one compound). Furthermore, English is bad. I cannot recommend this manuscript to “molbank”.

Minor errors:

Abstracts: Correct from “different compounds” to “different methods”.

Introduction, line 2: Insert “,” between “great potential” and “these”.

Results and discussion, line 1: Insert “the” between “methods for” and “synthesis of”.

Results and discussion, line 4 from the bottom: Insert “,” between “in the literature” and “there are”.

Schemes 1 and 2: Add “H” in the aldehyde group of compound (3).

English is Bad. I reccomend the authors read many papers in order to study English and correct English in this paper.

Author Response

The whole manuscript was thoroughly revised, and many sentences were reformulated accordingly. Also, a conclusion part was added together with modification of Scheme 1 and 2 as recommended.

Reviewer 3 Report

This manuscript, by Pintea et al, describes the Synthesis of a novel 2-((4,5-diphenyl-4H-1,2,4-triazol-3- yl)thio)acetaldehyde as a bisulfite adduct.

The chemical part is scarce and poor in results, but suitable for the journal's target and therefore can be accepted for publication in Molbank.

Some reports: how do the authors explain the results obtained during the numerous attempts to hydrolyse the acetal? No assumptions are made in the text regarding the conversion obtained only with formic acid.

In the experimental part there are some typographic errors (values of J in italics and elementary analysis with numbers that must be in subscript). 

Author Response

Some reports: how do the authors explain the results obtained during the numerous attempts to hydrolyse the acetal? No assumptions are made in the text regarding the conversion obtained only with formic acid.

We added into manuscript additional explanations (one scheme and a possible cause for weak hydrolysis potential of the compound 3) regarding the methods used for acetal hydrolysis.

In the experimental part there are some typographic errors (values of J in italics and elementary analysis with numbers that must be in subscript). 

The J values were corrected accordingly. The elemental analysis was reported in manuscript according to general accepted rules (for example JACS rules).

Round 2

Reviewer 2 Report

The authors corrected the mistakes described by reviewers. I wish to recommend the manuscript to "Molbank".

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