Ethyl 4-(methylamino)-3-nitrobenzoate

Base Information

• Chemical Name: Ethyl 4-(methylamino)-3-nitrobenzoate
• CAS No.: 71254-71-2
• Molecular Formula: C10H12N2O4
• Molecular Weight: 224.216
• Hs Code.: 2922390090
• DSSTox Substance ID: DTXSID70500305
• Wikidata: Q72475771
• Mol file: 71254-71-2.mol

Synonyms:Ethyl 4-(methylamino)-3-nitrobenzoate;71254-71-2;Ethyl 4-methylamino-3-nitrobenzoate;ETHYL4-METHYLAMINO-3-NITROBENZOATE;Benzoic acid, 4-(methylamino)-3-nitro-, ethyl ester;SCHEMBL1965205;DTXSID70500305;VBBWOFYWXQZACX-UHFFFAOYSA-N;ethyl-4-methylamino-3-nitrobenzoate;MFCD09746194;AKOS005264431;AC-9046;SB79866;DS-17438;CS-0096368;FT-0654181;C76267;EN300-1273141;A837128;Z154607450

Chemical Property of Ethyl 4-(methylamino)-3-nitrobenzoate

Chemical Property:

• Melting Point: 101 °C
• Boiling Point: 372.8±32.0 °C(Predicted)
• PKA: -2.62±0.25(Predicted)
• PSA: 84.15000
• Density: 1.280±0.06 g/cm3(Predicted)
• LogP: 2.40940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 224.07970687
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 4-(methylamino)-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1)NC)[N+](=O)[O-]

Technology Process of Ethyl 4-(methylamino)-3-nitrobenzoate

There total 12 articles about Ethyl 4-(methylamino)-3-nitrobenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethyl 4-fluoro-3-nitrobenzoate (367-80-6) + methylamine (74-89-5) → ethyl 4-(methylamino)-3-nitrobenzoate (71254-71-2)

Guidance literature:

With triethylamine; In methanol; for 1h; Cooling with ice;

Reference yield: 96.0%

ethyl 4-chloro-3-nitrobenzoate (16588-16-2) + methylamine (74-89-5) → ethyl 4-(methylamino)-3-nitrobenzoate (71254-71-2)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 16h;

Reference yield:

ethanol (64-17-5) + 4-methylamino-3-nitro-benzoic acid chloride (82357-48-0) → ethyl 4-(methylamino)-3-nitrobenzoate (71254-71-2)

Guidance literature:

for 4h; Reflux;

DOI:10.1016/j.ejmech.2022.114167

upstream raw materials:

ethanol

4-(methylamino)-3-nitrobenzoic acid

4-(N,N-dimethylamino)-3-nitrobenzoic acid

4-(dimethylamino)-3-nitrobenzonitrile

Refernces

• 1、 Chandrashekarappa, Revanasiddappa B.,Merugumolu, Vijay K.,Poojary, Boja,Rangappa, Shobith,Sathyanarayana, Reshma,Srinivasa, Sudhanva M.. "In vitro, in vivo and in silico-driven identification of novel benzimidazole derivatives as anticancer and anti-inflammatory agents". . . Retrieved 2021/08/24.
• 2、 Kumar, Naveen,Sreenivasa, Swamy,Kalal, Bhuvanesh Sukhlal,Kumar, Vasantha,Holla, Bantwal Shivarama,Pai, Vinitha Ramanath,Mohan, Nadigar Revansiddappa,Govindaiah, Shivaraj. "Benzo[d]imidazol-5-yl)-5-(substituted)-1,3,4-Oxadiazoles: Synthesis, anticancer, antimicrobial and in silico studies". . p. 994 - 1005. Retrieved 2019/10/28.