3-[N-(4-Methoxybenzyl)amino]benzo[de]anthracen-7-one

Round 1

Reviewer 1 Report

The authors successfully synthesized the title compound and established good characterizations of the dye structures by multiple techniques. Even though the structure, synthetic reactions, and conditions have been reported before by the same author, the characterization data has not been released and shared before.  From this point of view, this compound could still be reviewed as a relatively new structure that could be potentially useful as a benzantrone dye in optical material and biomaterial science.  Upon review of this short note, I would like to recommend it for publication in Molbank if the authors addressed the following issues on the manuscript.  

1. 13C NMR data is needed if it is available as mentioned in the abstract.
2. The same goes for the mass spectrometry data. 
3. In scheme 1. DMF was used as a solvent, and in the manuscript, line 44, methanol was used likely as the solvent, while in the synthetic part line 146 and 147 both DMF and methanol were used, please confirm, clarify, and unify the descriptions on the solvents used in the reaction. Or confirm the function of methanol as a proton source and catalyst.
4. Please denote all the peaks of the NMR spectra with chemical shift values, assign the reference peaks (CHCl3 or TMS?), and properly adjust the integration values of Figure S2. in the supporting material.
5. In Figure S1, the wavelength of the UV light used should be stated.
6. In Figures S6 and S7, the excitation wavelengths should be stated. The same goes for section 2.2. Spectroscopic Properties in the manuscript.

You are more than welcome to raise any responses to the review report above!

Author Response

Point 1: 13C NMR data is needed if it is available as mentioned in the abstract.

Response 1: The abstract was corrected (Line 12).

Point 2: The same goes for the mass spectrometry data.

Response 2: The mass spectrometry data were added to the manuscript (Lines 64-66 and 165-166) and Supplementary file (Figure S8).

Point 3: In scheme 1. DMF was used as a solvent, and in the manuscript, line 44, methanol was used likely as the solvent, while in the synthetic part line 146 and 147 both DMF and methanol were used, please confirm, clarify, and unify the descriptions on the solvents used in the reaction. Or confirm the function of methanol as a proton source and catalyst.

Response 3: The text was corrected (Line 44).

Point 4: Please denote all the peaks of the NMR spectra with chemical shift values, assign the reference peaks (CHCl3 or TMS?), and properly adjust the integration values of Figure S2. in the supporting material.

Response 4: The reference peaks were added, Figure S2 were corrected.

Point 5: In Figure S1, the wavelength of the UV light used should be stated.

Response 5: The wavelength of the UV light was specified (365 nm).

Point 6:  In Figures S6 and S7, the excitation wavelengths should be stated. The same goes for section 2.2. Spectroscopic Properties in the manuscript.

Response 6: The excitation wavelengths were added to the manuscript (Lines 75-76) and Figures S6 and S7.

Also, the information about the names of supplementary figures and tables has been corrected in the manuscript (Lines 193-206).

Thank you so much for taking the time to review our manuscript. We are grateful to the reviewer for the constructive comments.

Author Response File: Author Response.pdf