Ethyl 3-amino-4-(methylamino)benzoate

Base Information

• Chemical Name: Ethyl 3-amino-4-(methylamino)benzoate
• CAS No.: 66315-23-9
• Molecular Formula: C10H14N2O2
• Molecular Weight: 194.233
• Hs Code.: 2922499990
• European Community (EC) Number: 840-167-4
• DSSTox Substance ID: DTXSID00384958
• Wikidata: Q72472442
• Mol file: 66315-23-9.mol

Synonyms:ethyl 3-amino-4-(methylamino)benzoate;66315-23-9;MFCD04110945;SCHEMBL408918;Benzoic acid, 3-amino-4-(methylamino)-, ethyl ester;DTXSID00384958;CHEBI:183681;ZPJHHBPBCFRECW-UHFFFAOYSA-N;HMS1666O17;Ethyl 3-amino-4-methylaminobenzoate;CCG-49437;Thyl3-amino-4-(methylamino)benzoate;AKOS010565961;AC-9047;AS-31421;SY033436;BB 0262657;CS-0131959;FT-0626017;3-amino-4-methylaminobenzoic acid ethyl ester;EN300-4196850;A835418;Ethyl 3-amino-4-(methylamino)benzoate, AldrichCPR;SR-01000638889-1;Z802832552

Chemical Property of Ethyl 3-amino-4-(methylamino)benzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 87 °C
• Refractive Index: 1.598
• Boiling Point: 357.396 °C at 760 mmHg
• PKA: 5.45±0.11(Predicted)
• Flash Point: 169.948 °C
• PSA: 64.35000
• Density: 1.173 g/cm³
• LogP: 2.14140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-Amino-4-(methylamino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1)NC)N

Technology Process of Ethyl 3-amino-4-(methylamino)benzoate

There total 4 articles about Ethyl 3-amino-4-(methylamino)benzoate 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: 88.0%

ethyl 4-(methylamino)-3-nitrobenzoate (71254-71-2) → ethyl 3-amino-4-(methylamino)benzoate (66315-23-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethanol; at 20 ℃; for 5h; under 3102.97 Torr; Time; Inert atmosphere;

Reference yield:

3-nitro-4-fluorobenzoic acid (453-71-4) → ethyl 3-amino-4-(methylamino)benzoate (66315-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 8 h / Reflux

2: triethylamine / methanol / 1 h / Cooling with ice

3: 5%-palladium/activated carbon; hydrogen / methanol / 20 °C

With sulfuric acid; 5%-palladium/activated carbon; hydrogen; triethylamine; In methanol;

Reference yield:

ethyl 4-fluoro-3-nitrobenzoate (367-80-6) → ethyl 3-amino-4-(methylamino)benzoate (66315-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 1 h / Cooling with ice

2: 5%-palladium/activated carbon; hydrogen / methanol / 20 °C

With 5%-palladium/activated carbon; hydrogen; triethylamine; In methanol;

upstream raw materials:

ethyl 4-(methylamino)-3-nitrobenzoate

3-nitro-4-fluorobenzoic acid

ethyl 4-fluoro-3-nitrobenzoate

ethyl 4-chloro-3-nitrobenzoate

Downstream raw materials:

ethyl 1-methyl-1H-benzo[d]imidazole-5-carboxylate

ethyl 1,2-dimethyl-1H-benzimidazole-5-carboxylate

ethyl 2-amino-1-methyl-1H-benzo[d]imidazole-5-carboxylate

C₁₇H₁₇N₃O

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND AND p27Kip1 DEGRADATION INHIBITOR". Paragraph 0234; 0235; 0236; 0237. . Retrieved 2013/04/10.