N-[4-(1-Methyl-1H-imidazol-2-yl)-2,4′-bipyridin-2′-yl]benzene-1,4-diamine

Round  1

Reviewer 1 Report

This short note paper describes the synthesis of N1-[4-(1-methyl-1H-imidazol-2-yl)-[2,4'-bipyridin]-2'-yl]benzene-1,4-diamine by  nucleophilic aromatic substitution reaction of 2'-chloro-4-(1-methyl-1H-imidazol-2-yl)-2,4'-bipyridine with 4-phenylenediamine. The chemistry involved herein is very well-known, so the novelty/ originality of the paper is low. 

English can be improved along the manuscript; see for instance lines 29-31; lines 42-43; lines 56-60 and line 68.

Some other aspects should be improved/ corrected before publication:

Please replace 4-Phenylenediamin by 4-phenylenediamine. In the keywords, please replace bipyridin by bipyridine

In the abstract the authors indicated: “...Thin Layer Chromatography-Mass (TLC-MS)... Gas Chromatography-Mass (GC-MS). I think it would be more correct to indicate Thin Layer Chromatography-Mass Spectrometry (TLC-MS)... Gas Chromatography-Mass Spectrometry (GC-MS).

Again, In the abstract, the authors said that the target compound was obtained in excellent yield; however 58% yield should be considered a moderate yield. Moreover, the authors did not comment on the obtained yield, if  starting material was recovered, if degradation occurred or if other by-products were obtained.

Experimental conditions presented in scheme 1 are not in agreement with those described in the experimental procedure. For example, in scheme 1, the authors indicate 180ºC, 16 h, but in the experimental procedure they indicated 160 ºC for 18 h. Please check and correct.

In the Materials and Methods section, the authors mentioned: “The purities of all tested compounds were confirmed to be > 95%...”. Which compounds did the authors check the purity? They have presented the synthesis of only one compound.

Regarding the NMR data, the coupling constants should be presented with only one decimal point (e.g J = 11.8 Hz instead of J = 11.83 Hz). 

After these minor corrections, the paper can be accepted for publication. 

Author Response

Dear Reviewer,

Thank you for your comments and suggestions 

All were done 

Please see the revised manuscript

Thank you

Best regards

Reviewer 2 Report

This short note describes a synthesis mediated by SNAr, but it was quite original.

Nevertheless, the manuscript is suitalble for publication in this journal after minor revisions.

Results and discussion section: please rewrite; it is difficult to read

In the scheme 1 the time of reaction is 16h while temperature is 180°C. At page 2 line 58 time and temperature reported are 18h and 160°C. Please, revise these informations and put the correct informations.

In the abstract you use "excellent" as adjective, but I think that it is more suitable "good" beacuse a yield of 58% is acceptable for a one-step process.

Author Response

Dear Reviewer,

Thank you for your comments and suggestions 

All were done 

Please see the revised manuscript

Thank you

Best regards