2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde

Base Information

• Chemical Name: 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde
• CAS No.: 407610-20-2
• Molecular Formula: C₁₂H₁₁BrN₂O₃
• Molecular Weight: 311.135
• Mol file: 407610-20-2.mol

Synonyms:2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde

Chemical Property of 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde

There total 8 articles about 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde 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: 60.0%

2-(2,3-dimethoxy-5-bromophenyl)-4-(hydroxymethyl)imidazole (407610-18-8) → 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde (407610-20-2)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0968-0896(01)00175-4

Reference yield:

2,3-Dihydroxybenzoic acid (303-38-8) → 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde (407610-20-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / Br₂ / acetic acid / 20 °C

2: 86 percent / potassium carbonate / acetone / Heating

3: 95 percent / thionyl chloride / benzene / Heating

4: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

5: 88 percent / POCl₃ / benzene / 10 h / Heating

6: 1,1,1,3,3,3-hexamethyldisilazane; BuLi / diethyl ether / 20 °C

7: NH₄Cl / aq. NH₃ / Heating

8: 60 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 °C

With n-butyllithium; thionyl chloride; bromine; potassium carbonate; ammonium chloride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; pyridinium chlorochromate; trichlorophosphate; In ammonium hydroxide; diethyl ether; dichloromethane; acetic acid; acetone; benzene;

DOI:10.1016/S0968-0896(01)00175-4

Reference yield:

5-bromo-2,3-dimethoxybenzoic acid (72517-23-8) → 2-(2,3-dimethoxy-5-bromophenyl)imidazole-4-carboxaldehyde (407610-20-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / thionyl chloride / benzene / Heating

2: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

3: 88 percent / POCl₃ / benzene / 10 h / Heating

4: 1,1,1,3,3,3-hexamethyldisilazane; BuLi / diethyl ether / 20 °C

5: NH₄Cl / aq. NH₃ / Heating

6: 60 percent / pyridinium chlorochromate / CH₂Cl₂ / 20 °C

With n-butyllithium; thionyl chloride; ammonium chloride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; pyridinium chlorochromate; trichlorophosphate; In ammonium hydroxide; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0968-0896(01)00175-4

upstream raw materials:

2-(2,3-dimethoxy-5-bromophenyl)-4-(hydroxymethyl)imidazole

2,3-Dihydroxybenzoic acid

5-bromo-2,3-dimethoxybenzoic acid

2,3-dihydroxy-5-bromobenzoic acid