5-Chlorothieno[3,2-b]pyridine-3-carbaldehyde

Base Information

• Chemical Name: 5-Chlorothieno[3,2-b]pyridine-3-carbaldehyde
• CAS No.: 152420-81-0
• Molecular Formula: C₈H₄ClNOS
• Molecular Weight: 197.645
• DSSTox Substance ID: DTXSID90363095
• Wikidata: Q82146660
• Mol file: 152420-81-0.mol

Synonyms:5-chlorothieno[3,2-b]pyridine-3-carbaldehyde;152420-81-0;5-chlorothiopheno[3,2-b]pyridine-3-carbaldehyde;SCHEMBL359746;DTXSID90363095;CGA42081;AKOS005090456;4J-019;5-chloro-thieno[3,2-b]pyridine-3-carbaldehyde;5-chloro-thieno[4,5-b]pyridine-3-carbaldehyde

Chemical Property of 5-Chlorothieno[3,2-b]pyridine-3-carbaldehyde

Chemical Property:

• Boiling Point: 348.9±37.0 °C(Predicted)
• PKA: -2.36±0.40(Predicted)
• Density: 1.521±0.06 g/cm3(Predicted)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.9702126
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

5-CHLOROTHIENO[3,2-B]PYRIDINE-3-CARBALDEHYDE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=NC2=C1SC=C2C=O)Cl

Technology Process of 5-Chlorothieno[3,2-b]pyridine-3-carbaldehyde

There total 5 articles about 5-Chlorothieno[3,2-b]pyridine-3-carbaldehyde 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%

N-acetyl-DL-homocysteinethiolactone (1195-16-0,768351-04-8,17896-21-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-Chloro-3-formyl-thieno<2,3-b>pyridine (152420-81-0)

Guidance literature:

With trichlorophosphate; at 90 ℃;

DOI:10.1016/S0040-4039(00)60540-3

Reference yield:

5-chloro-3-methyl-thieno[3,2-b]pyridine (1356016-33-5) → 5-Chloro-3-formyl-thieno<2,3-b>pyridine (152420-81-0)

Guidance literature:

5-chloro-3-methyl-thieno[3,2-b]pyridine; With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 100 ℃; for 0.25h; microwave;

With pyridine N-oxide; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In toluene; at 150 ℃; for 0.0833333h; microwave;

Reference yield:

3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester (85006-31-1) → 5-Chloro-3-formyl-thieno<2,3-b>pyridine (152420-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.5 h

1.2: Reflux

1.3: Reflux

2.1: trichlorophosphate / 0.25 h / 180 °C / microwave

3.1: hydrogen; sodium acetate / 20% palladium hydroxide-activated charcoal / ethyl acetate / 62 h / 2844.39 Torr

4.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 0.25 h / 100 °C / microwave

4.2: 0.08 h / 150 °C / microwave

With N-Bromosuccinimide; hydrogen; sodium acetate; triethylamine; trichlorophosphate; dibenzoyl peroxide; 20% palladium hydroxide-activated charcoal; In tetrachloromethane; dichloromethane; ethyl acetate;

upstream raw materials:

N-acetyl-DL-homocysteinethiolactone

N,N-dimethyl-formamide

3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester

5,7-dichloro-3-methyl-thieno[3,2-b]pyridine