5-chloro-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde

Base Information

• Chemical Name: 5-chloro-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde
• CAS No.: 614732-03-5
• Molecular Formula: C₆H₄ClNO₂
• Molecular Weight: 157.556
• Hs Code.: 2933399990
• Mol file: 614732-03-5.mol

Synonyms:5-chloro-2-hydroxynicotinaldehyde

Chemical Property of 5-chloro-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde

Chemical Property:

• Melting Point: 263-265°

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-chloro-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde

There total 3 articles about 5-chloro-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde 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: 70.0%

2-hydroxy-3-pyridinecarboxaldehyde (36404-89-4) → 5-chloro-2-hydroxynicotinaldehyde (614732-03-5)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 80 ℃; Sealed tube;

DOI:10.1002/chem.201802465

Reference yield:

3-bromo-5-chloro-2-hydroxypyridine (137628-16-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-chloro-2-hydroxynicotinaldehyde (614732-03-5)

Guidance literature:

3-bromo-5-chloro-2-hydroxypyridine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; mineral oil; at -78 ℃; for 0.25h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; mineral oil; at -78 - 25 ℃; Inert atmosphere;

Reference yield:

5-chloro-2-pyridinol (4214-79-3) → 5-chloro-2-hydroxynicotinaldehyde (614732-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine; acetic acid / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.25 h / -78 °C / Inert atmosphere

2.3: -78 - 25 °C / Inert atmosphere

With bromine; sodium hydride; acetic acid; In tetrahydrofuran; mineral oil;

upstream raw materials:

3-bromo-5-chloro-2-hydroxypyridine

N,N-dimethyl-formamide

5-chloro-2-pyridinol

2-hydroxy-3-pyridinecarboxaldehyde