Benzoic acid, 2-amino-5-methyl-, butyl ester (9CI)

Base Information

• Chemical Name: Benzoic acid, 2-amino-5-methyl-, butyl ester (9CI)
• CAS No.: 273219-26-4
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.26888
• Mol file: 273219-26-4.mol

Synonyms:Benzoic acid, 2-amino-5-methyl-, butyl ester (9CI)

Chemical Property of Benzoic acid, 2-amino-5-methyl-, butyl ester (9CI)

Chemical Property:

• Boiling Point: 318.4±22.0 °C(Predicted)
• PKA: 2.49±0.10(Predicted)
• PSA: 52.32000
• Density: 1.060±0.06 g/cm3(Predicted)
• LogP: 3.11530

Purity/Quality:

2-AMINO-5-METHYLBENZOIC ACID BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 2-amino-5-methyl-, butyl ester (9CI)

There total 1 articles about Benzoic acid, 2-amino-5-methyl-, butyl ester (9CI) 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: 87.0%

2-Amino-5-methylbenzoic acid (2941-78-8) + butan-1-ol (71-36-3) → Butyl 2-amino-5-methylbenzoate (273219-26-4)

Guidance literature:

With sulfuric acid; for 13h; Heating;

DOI:10.1039/a909468g

Reference yield: 97.0%

Butyl 2-amino-5-methylbenzoate (273219-26-4) → Butyl 2-amino-3-bromo-5-methylbenzoate (273219-27-5)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; for 3h;

DOI:10.1039/a909468g

Reference yield:

Butyl 2-amino-5-methylbenzoate (273219-26-4) → Butyl 3-bromo-2-ethynyl-5-methylbenzoate (273219-30-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 97 percent / Br₂ / CCl₄ / 3 h / 20 °C

2.1: NaNO₂; HCl; H₂O / 1 h

2.2: 71 percent / KI / H₂O / 0.5 h / 20 °C

3.1: 79 percent / NEt₃ / PdCl₂(PPh₃)2; CuI / 15 h / Heating

4.1: 80 percent / NaH / toluene / 0.67 h / Heating

With hydrogenchloride; water; bromine; sodium hydride; triethylamine; sodium nitrite; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrachloromethane; toluene; 1.1: Bromination / 2.1: Diazotization / 2.2: Substitution / 3.1: Substitution / 4.1: Substitution;

DOI:10.1039/a909468g

upstream raw materials:

2-Amino-5-methylbenzoic acid

butan-1-ol

Downstream raw materials:

Butyl 2-amino-3-bromo-5-methylbenzoate

Butyl 3-bromo-2-iodo-5-methylbenzoate

Butyl 3-bromo-2-ethynyl-5-methylbenzoate

Butyl 3-bromo-2-(3-hydroxy-3-methylbut-1-ynyl)-5-methylbenzoate

Refernces