Imidazo[1,2-a]pyridine-2-carboxaldehyde

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-2-carboxaldehyde
• CAS No.: 144876-36-8
• Molecular Formula: C8H6 N2 O
• Molecular Weight: 146.14604
• Hs Code.: 2933990090
• Mol file: 144876-36-8.mol

Synonyms:1H-Benzimidazole-4-carboxaldehyde(9CI);1H-benzimidazole-4-carbaldehyde;4-Formyl-1H-benzimidazole;1H-1,3-benzodiazole-4-carbaldehyde;1H-Benzimidazole-4-carboxaldehyde;

Chemical Property of Imidazo[1,2-a]pyridine-2-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.747
• Boiling Point: 448.037oC at 760 mmHg
• PKA: 10.85±0.30(Predicted)
• Flash Point: 224.699oC
• PSA: 45.75000
• Density: 1.369g/cm3
• LogP: 1.37540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Imidazo[1,2-a]pyridine-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1H-Benzo[d]imidazole-4-carbaldehyde is useful for the synthesis of N-?benzyl substituted 4-?bromo-?2,?5-?dimethoxyphenethylamines.

Technology Process of Imidazo[1,2-a]pyridine-2-carboxaldehyde

There total 7 articles about Imidazo[1,2-a]pyridine-2-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: 79.0%

(1H-benzo[d]imidazol-4-yl)methanol (65658-13-1) → 1H-benzo[d]imidazole-4-carbaldehyde (144876-36-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2014.12.011

Reference yield:

benzimidazole-4-carboxylic acid (46006-36-4) → 1H-benzo[d]imidazole-4-carbaldehyde (144876-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran; 1,4-dioxane / 1 h

3: manganese(IV) oxide / N,N-dimethyl-formamide; dichloromethane / 4 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; sulfuric acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.12.011

Reference yield:

2,3-diaminobenzoic acid (603-81-6) → 1H-benzo[d]imidazole-4-carbaldehyde (144876-36-8)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / water / 2 h / Reflux

2: sulfuric acid / Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran; 1,4-dioxane / 1 h

4: manganese(IV) oxide / N,N-dimethyl-formamide; dichloromethane / 4 h / 20 °C

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; sulfuric acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.12.011

upstream raw materials:

(1H-benzo[d]imidazol-4-yl)methanol

3-nitrophthalic acid anhydride

2-carbamoyl-3-nitrobenzoic acid

3-nitroanthranilic acid

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR TREATING DISORDERS OF CIRCADIAN AND DIURNAL RHYTHMS USING PROKINETICIN 2 AGONISTS AND ANTAGONISTS". Page/Page column 33. . Retrieved 2017/11/04.
• 2、 -. "HETEROARYL COMPOUNDS, COMPOSITIONS THEREOF, AND USE THEREOF AS PROTEIN KINASE INHIBITORS". Page/Page column 132. . Retrieved 2008/12/05.