Methyl 4-butyramido-3-methylbenzoate

Base Information

• Chemical Name: Methyl 4-butyramido-3-methylbenzoate
• CAS No.: 301533-59-5
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80431858
• Wikidata: Q72488962
• Mol file: 301533-59-5.mol

Synonyms:Methyl 4-butyramido-3-methylbenzoate;301533-59-5;methyl 4-(butanoylamino)-3-methylbenzoate;SCHEMBL3789228;DTXSID80431858;RZMQQYDXKPDLJH-UHFFFAOYSA-N;Benzoic acid, 3-methyl-4-[(1-oxobutyl)amino]-, methyl ester;Methyl4-butyramido-3-methylbenzoate;MFCD21368226;AKOS009141931;methyl 4-butyrylamino-3-methylbenzoate;AC-6860;AM90300;DS-17765;methyl N-butyryl-4-amino-3-methylbenzoate;methyl N-butyryl-4-amino-3-methyl-benzoate;CS-0152461;FT-0658737;D78269;3-Methyl-4-butyrylaminobenzoic acid methyl ester;4-Butyrylamino-3-methylbenzoic acid methyl ester;Methyl 4-Butyrylamino-3-methylbenzoate

Chemical Property of Methyl 4-butyramido-3-methylbenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 397.495 °C at 760 mmHg
• Flash Point: 194.198 °C
• PSA: 46.61000
• Density: 1.075 g/cm³
• LogP: 2.93460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-butyramido-3-methylbenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC1=C(C=C(C=C1)C(=O)OC)C

Technology Process of Methyl 4-butyramido-3-methylbenzoate

There total 3 articles about Methyl 4-butyramido-3-methylbenzoate 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: 79.6%

methyl 4-amino-3-methylbenzoate (18595-14-7) + butyryl chloride (141-75-3) → methyl 4-(n-butyrylamino)-3-methylbenzoate (301533-59-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/jhet.5570400623

Reference yield:

3-methyl-4-nitrobenzoic acid (3113-71-1) → methyl 4-(n-butyrylamino)-3-methylbenzoate (301533-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 74.3 percent / sulfuric acid / 2 h / Heating

2: 92.1 percent / aq. hydrazine / Raney Ni / methanol / 20 °C

3: 79.6 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With sulfuric acid; hydrazine hydrate; triethylamine; nickel; In methanol; dichloromethane;

DOI:10.1002/jhet.5570400623

Reference yield:

methyl 3-methyl-4-nitrobenzoate (24078-21-5) → methyl 4-(n-butyrylamino)-3-methylbenzoate (301533-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.1 percent / aq. hydrazine / Raney Ni / methanol / 20 °C

2: 79.6 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With hydrazine hydrate; triethylamine; nickel; In methanol; dichloromethane;

DOI:10.1002/jhet.5570400623

upstream raw materials:

methyl 4-amino-3-methylbenzoate

butyryl chloride

3-methyl-4-nitrobenzoic acid

methyl 3-methyl-4-nitrobenzoate

Downstream raw materials:

4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester