Methyl 2-amino-4-ethyl-5-iodobenzoate

Base Information

• Chemical Name: Methyl 2-amino-4-ethyl-5-iodobenzoate
• CAS No.: 912575-12-3
• Molecular Formula: C₁₀H₁₂INO₂
• Molecular Weight: 305.115
• Hs Code.: 4002191900
• DSSTox Substance ID: DTXSID80698505
• Wikidata: Q72472419
• Mol file: 912575-12-3.mol

Synonyms:methyl 2-amino-4-ethyl-5-iodobenzoate;912575-12-3;2-AMINO-4-ETHYL-5-IODOBENZOIC ACID METHYL ESTER;SCHEMBL2391916;DTXSID80698505;OIBPTMQZJAJFHD-UHFFFAOYSA-N;methyl 2-amino-4-ethyl-5-iodo-benzoate;2-amino-4-ethyl-5-iodo-benzoic acid methyl ester;2-Amino-5-iodo-4-ethyl-benzoic acid methyl ester;A843776;J-520704

Chemical Property of Methyl 2-amino-4-ethyl-5-iodobenzoate

Chemical Property:

• Appearance/Colour: Light yellow solid
• Vapor Pressure: 5.23E-05mmHg at 25°C
• Melting Point: 70-72 °C
• Refractive Index: 1.629
• Boiling Point: 347.9 °C at 760 mmHg
• PKA: 2.05±0.10(Predicted)
• Flash Point: 164.2 °C
• PSA: 52.32000
• Density: 1.73 g/cm³
• LogP: 2.80360
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 304.99128
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CCC1=CC(=C(C=C1I)C(=O)OC)N

Technology Process of Methyl 2-amino-4-ethyl-5-iodobenzoate

There total 4 articles about Methyl 2-amino-4-ethyl-5-iodobenzoate 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: 73.0%

2-amino-4-ethyl-benzoic acid methyl ester (912575-11-2) → 2-amino-4-ethyl-5-iodo-benzoic acid methyl ester (912575-12-3)

Guidance literature:

2-amino-4-ethyl-benzoic acid methyl ester; With iodine; silver sulfate; In ethanol; at 20 ℃; for 3h;

With water; sodium hydrogencarbonate; sodium thiosulfate; In ethyl acetate;

Reference yield:

2-nitro-4-vinyl-benzoic acid methyl ester (912575-10-1) → 2-amino-4-ethyl-5-iodo-benzoic acid methyl ester (912575-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 75.01 Torr

2: iodine; silver sulfate / ethanol / 3 h / 20 °C

With hydrogen; iodine; silver sulfate; palladium 10% on activated carbon; In methanol; ethanol;

Reference yield:

4-bromo-2-nitrobenzoic acid (99277-71-1) → 2-amino-4-ethyl-5-iodo-benzoic acid methyl ester (912575-12-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 48.25 - 72.25 h / 0 - 20 °C

2: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 18 h / 80 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 75.01 Torr

4: iodine; silver sulfate / ethanol / 3 h / 20 °C

With hydrogen; iodine; silver sulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; 2: Stille Coupling;

upstream raw materials:

2-amino-4-ethyl-benzoic acid methyl ester

2-nitro-4-vinyl-benzoic acid methyl ester

4-bromo-2-nitrobenzoic acid

methyl 4-bromo-2-nitrobenzoate

Refernces