Methyl-4,5-dimethoxy-2-iodobenzoate

Base Information

• Chemical Name: Methyl-4,5-dimethoxy-2-iodobenzoate
• CAS No.: 173043-61-3
• Molecular Formula: C10H11IO4
• Molecular Weight: 322.099
• Hs Code.: 2918990090
• Mol file: 173043-61-3.mol

Synonyms:2-Jod-4,5-dimethoxy-benzoesaeure-methylester;Methyl 4,5-dimethoxy-2-iodobenzoate;Benzoic acid,2-iodo-4,5-dimethoxy-,methyl ester;2-iodo-4,5-dimethoxybenzoic acid methyl ester;

Chemical Property of Methyl-4,5-dimethoxy-2-iodobenzoate

Chemical Property:

• Melting Point: 105-107 °C(Solv: methanol (67-56-1))
• Boiling Point: 352.8±42.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.631±0.06 g/cm3(Predicted)
• LogP: 2.09500
• Storage Temp.: Refrigerated.

Purity/Quality:

99.90% ^*data from raw suppliers

Methyl2-Iodo-4,5-dimethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl-4,5-dimethoxy-2-iodobenzoate

There total 8 articles about Methyl-4,5-dimethoxy-2-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: 95.91%

methanol (67-56-1) + 2-iodo-4,5-dimethoxybenzoic acid (61203-48-3) → 2-iodo-4,5-dimethoxybenzoic acid methyl ester (173043-61-3)

Guidance literature:

With sulfuric acid; for 6.5h; Reflux;

DOI:10.14233/ajchem.2014.16703

Reference yield: 74.0%

methyl 3,4-dimethoxybenzoate (2150-38-1) → 2-iodo-4,5-dimethoxybenzoic acid methyl ester (173043-61-3)

Guidance literature:

With Barluenga reagent; trifluorormethanesulfonic acid; In dichloromethane; for 0.5h;

DOI:10.1016/S0040-4020(03)01073-1

Reference yield:

2-iodo-4,5-dimethoxybenzaldehyde (61203-53-0) → 2-iodo-4,5-dimethoxybenzoic acid methyl ester (173043-61-3)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide; potassium hydroxide / methanol; water / 0.5 h / 65 °C / Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / Inert atmosphere

3: 0.5 h / Inert atmosphere

With oxalyl dichloride; dihydrogen peroxide; N,N-dimethyl-formamide; potassium hydroxide; In methanol; dichloromethane; water;

DOI:10.1039/c0ob01208d

upstream raw materials:

methyl 3,4-dimethoxybenzoate

Veratric acid

methanol

2-iodo-4,5-dimethoxybenzoic acid

Downstream raw materials:

4,5-dimethoxy-2-styrylbenzoic acid methyl ester

4,5-dimethoxy-2-(2-nitro-phenylethynyl)-benzoic acid methyl ester

2-benzyl-5,6-dimethoxyisoindoline-1,3-dione

oxynitidine

Refernces

• 1、 Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro. "Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols". . p. 4149 - 4164. Retrieved 2019/04/30.
• 2、 Lv, Pei,Huang, Kanglun,Xie, Longguan,Xu, Xiaohua. "Palladium-catalyzed tandem reaction to construct benzo[c]phenanthridine: Application to the total synthesis of benzo[c]phenanthridine alkaloids". supporting information; experimental part. p. 3133 - 3135. Retrieved 2011/05/15.