4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER

Base Information

• Chemical Name: 4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER
• CAS No.: 146948-44-9
• Molecular Formula: C₉H₁₀N₂O₄
• Molecular Weight: 210.189
• Mol file: 146948-44-9.mol

Synonyms:2-Methyl-3-(methoxycarbonyl)-5-nitroaniline;3-amino-2-methyl-5-nitrobenzoic acid methyl ester

Chemical Property of 4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER

Chemical Property:

• Refractive Index: 1.596
• PSA: 98.14000
• LogP: 2.37640
• Solubility.: CDCl3

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-amino-2-methyl-5-nitrobenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 3-amino-2-methyl-5-nitrobenzoate is an intermediate in the synthesis of 3-Amino-5-nitro-o-toluamide (A105200), a metabolite of the veterinary drug zoalene.

Technology Process of 4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER

There total 1 articles about 4-AMINO-2-METHYL-5-NITRO-BENZOIC ACID METHYL ESTER 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: 50.0%

methyl 2-methyl-3,5-dinitrobenzoate (52090-24-1) → methyl 3-amino-2-methyl-5-nitrobenzoate (146948-44-9)

Guidance literature:

With iron; acetic acid; Reflux;

DOI:10.1007/s11172-011-0250-4

Reference yield:

phosgene (75-44-5) + methyl 3-amino-2-methyl-5-nitrobenzoate (146948-44-9) → Methyl 3-isocyanato-2-methyl-5-nitrobenzoate (1309832-63-0)

Guidance literature:

In toluene; for 5h; Reflux;

Reference yield:

methyl 3-amino-2-methyl-5-nitrobenzoate (146948-44-9) → Methyl 5-amino-3-(4,5-dihydro-4-methyl-5-oxotetrazol-1-yl)-2-methylbenzoate (1309832-66-3)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 5 h / Reflux

2: trimethylsilylazide / 100 °C

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 20 °C

With trimethylsilylazide; hydrogen; potassium carbonate; palladium 10% on activated carbon; In methanol; N,N-dimethyl-formamide; toluene;

upstream raw materials:

methyl 2-methyl-3,5-dinitrobenzoate

Downstream raw materials:

methyl 6-nitro-1H-indazole-4-carboxylate

Methyl 3-isocyanato-2-methyl-5-nitrobenzoate

methyl 3-(4,5-dihydro-5-oxotetrazol-1-yl)-2-methyl-5-nitrobenzoate

methyl 3-(4,5-dihydro-4-methyl-5-oxotetrazol-1-yl)-2-methyl-5-nitrobenzoate

Refernces