Methyl 4-Acetamido-3-Iodobenzoate

Base Information

• Chemical Name: Methyl 4-Acetamido-3-Iodobenzoate
• CAS No.: 190071-23-9
• Molecular Formula: C₁₀H₁₀INO₃
• Molecular Weight: 319.099
• Mol file: 190071-23-9.mol

Synonyms:4-(acetylamino)-3-iodo-benzoic acid methyl ester

Chemical Property of Methyl 4-Acetamido-3-Iodobenzoate

Chemical Property:

• Vapor Pressure: 4.29E-08mmHg at 25°C
• Boiling Point: 444.4±40.0 °C(Predicted)
• PKA: 13.76±0.70(Predicted)
• Density: 1.748±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

METHYL 4-ACETAMIDO-3-IODOBENZOATE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-Acetamido-3-Iodobenzoate

There total 6 articles about Methyl 4-Acetamido-3-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: 89.0%

4-amino-3-iodobenzoic acid methyl ester (19718-49-1) + acetic anhydride (108-24-7) → 4-(acetylamino)-3-iodo-benzoic acid methyl ester (190071-23-9)

Guidance literature:

With sulfuric acid; at 20 ℃; for 0.0833333h;

DOI:10.1002/ejoc.200700921

Reference yield: 65.0%

methyl 4-acetamidobenzoate (17012-22-5) → 4-(acetylamino)-3-iodo-benzoic acid methyl ester (190071-23-9)

Guidance literature:

With N-iodo-succinimide; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; N-tert-butoxycarbonyl-L-phenylalanine; silver(I) triflimide; In 1,2-dichloro-ethane; at 20 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201700280

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-(acetylamino)-3-iodo-benzoic acid methyl ester (190071-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 6.5 g / BTMA-ICl₂ / acetic acid; CH₂Cl₂

2: 6.2 g / acetic acid

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; In dichloromethane; acetic acid;

DOI:10.1016/S0040-4039(97)00300-6

upstream raw materials:

diazomethane

4-acetylamino-3-iodo-benzoic acid

4-amino-3-iodobenzoic acid methyl ester

acetic anhydride

Downstream raw materials:

4-acetylamino-3-[4-(tetrahydro-pyran-2-yloxy)-but-1-ynyl]-benzoic acid methyl ester

N-[4-formyl-2-(4-hydroxy-but-1-ynyl)-phenyl]-acetamide

N-(4-hydroxymethyl-2-iodo-phenyl)-acetamide

2-methyl-1,3-benzothiazole-6-carboxylic acid

Refernces

• 1、 Kathiravan, Subban,Nicholls, Ian A.. "Monoprotected l-Amino Acid (l-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp2)?H Bonds by Iridium(III) Catalysis". supporting information. p. 7031 - 7036. Retrieved 2017/05/29.
• 2、 -. "METHOD OF TREATMENT". Page/Page column 62. . Retrieved 2008/12/06.