4-(Methylamino)-3-nitrobenzoate

Base Information

• Chemical Name: 4-(Methylamino)-3-nitrobenzoate
• CAS No.: 41263-74-5
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2922499990
• Mol file: 41263-74-5.mol

Synonyms:NSC 138300;EC 609-904-5;4-(methylamino)-3-nitrobenzoate;SCHEMBL4261330;KSMLIIWEQBYUKA-UHFFFAOYSA-M;AKOS015916653

Chemical Property of 4-(Methylamino)-3-nitrobenzoate

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 6.62E-07mmHg at 25°C
• Melting Point: >300 °C
• Boiling Point: 393.7 °C at 760 mmHg
• PKA: 4.28±0.10(Predicted)
• Flash Point: 191.9 °C
• PSA: 95.15000
• Density: 1.472 g/cm³
• LogP: 1.93090
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO, Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 195.04058171
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

4-(Methylamino)-3-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)C(=O)[O-])[N+](=O)[O-]
• Uses: 4-(Methylamino)-3-nitrobenzoic Acid (cas# 41263-74-5) is a compound useful in organic synthesis.

Technology Process of 4-(Methylamino)-3-nitrobenzoate

There total 22 articles about 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: 100.0%

3-fluoro-4-nitrobenzoic acid (403-21-4) + methylamine (74-89-5) → 4-(methylamino)-3-nitrobenzoic acid (41263-74-5)

Guidance literature:

3-fluoro-4-nitrobenzoic acid; methylamine; In DMF (N,N-dimethyl-formamide); water; at 20 ℃; for 1h;

With potassium hydrogensulfate; In water; pH=2;

Reference yield: 100.0%

methylamine (74-89-5) + 4-chloro-3-nitrobenzoate (96-99-1) → 4-(methylamino)-3-nitrobenzoic acid (41263-74-5)

Guidance literature:

In water; at 100 ℃; for 14h;

Reference yield: 99.0%

3-nitro-4-fluorobenzoic acid (453-71-4) + methylamine (74-89-5) → 4-(methylamino)-3-nitrobenzoic acid (41263-74-5)

Guidance literature:

In methanol; ethanol; at 20 ℃; for 2h;

DOI:10.1021/ol800089x

upstream raw materials:

nitro acetate

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

ethyl 4-(methylamino)-3-nitrobenzoate

4-dimethylamino-3-nitrobenzaldehyde

Downstream raw materials:

ethyl 4-(methylamino)-3-nitrobenzoate

methyl 2-(methylamino)-3-nitrobenzoate

3-amino-4-(methylamino)benzoic acid

N-(4-bromo-phenyl)-4-methylamino-3-nitro-benzamide

Refernces

• 1、 Kikuchi, Mariko,Kurotani, Reiko,Konno, Hiroyuki. "Synthesis of a secretoglobin 3A2 type C (98–139) fragment by Dawson's native chemical ligation". . p. 4145 - 4148. Retrieved 2017.
• 2、 Blanco-Canosa, Juan B.,Nardone, Brunello,Albericio, Fernando,Dawson, Philip E.. "Chemical Protein Synthesis Using a Second-Generation N-Acylurea Linker for the Preparation of Peptide-Thioester Precursors". . p. 7197 - 7209. Retrieved 2015.
• 3、 Huang, Shanshan,Ren,Peng, Xiuxiu,Qian, Pingping,Meng, Lingwei. "Computer-aid drug design, synthesis, and anticoagulant activity evaluation of novel dabigatran derivatives as thrombin inhibitors". . . Retrieved 2019/07/05.