3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

Base Information

• Chemical Name: 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile
• CAS No.: 844499-56-5
• Molecular Formula: C14H7BrN2O2S
• Molecular Weight: 347.192
• Hs Code.: 2934999090
• Mol file: 844499-56-5.mol

Synonyms:3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile;

Chemical Property of 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

Chemical Property:

• Boiling Point: 536.3±50.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 105.12000
• Density: 1.84±0.1 g/cm3(Predicted)
• LogP: 3.59638

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno-[2,3-b]pyridine-5-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

There total 4 articles about 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile 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: 80.0%

4-(4-bromophenyl)-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester (546064-73-7) → 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (844499-56-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1016/j.bmcl.2007.04.011

Reference yield:

2-amino-4-(4-bromo-phenyl)-thiophene-3-carboxylic acid ethyl ester (306934-99-6) → 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (844499-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / PCl₅; Et₃N / CH₂Cl₂

2: 80 percent / NaH / tetrahydrofuran / Heating

With phosphorus pentachloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2007.04.011

Reference yield:

para-bromoacetophenone (99-90-1) → 3-(4-bromophenyl)-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (844499-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: S; morpholine / ethanol / 60 °C

2: 90 percent / PCl₅; Et₃N / CH₂Cl₂

3: 80 percent / NaH / tetrahydrofuran / Heating

With morpholine; phosphorus pentachloride; sodium hydride; sulfur; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2007.04.011

upstream raw materials:

4-(4-bromophenyl)-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester

2-amino-4-(4-bromo-phenyl)-thiophene-3-carboxylic acid ethyl ester

para-bromoacetophenone

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