(Z)-3-(4-chlorophenyl)-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide

Base Information

• Chemical Name: (Z)-3-(4-chlorophenyl)-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide
• CAS No.: 5732-24-1
• Molecular Formula: C16H11ClN2O2
• Molecular Weight: 204.206
• DSSTox Substance ID: DTXSID30357837
• Wikidata: Q82138001
• Mol file: 5732-24-1.mol

Synonyms:5732-24-1;(Z)-3-(4-chlorophenyl)-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide;ZINC00434418;DTXSID30357837;BIM-0029637.P001;SR-01000218314;SR-01000218314-1

Chemical Property of (Z)-3-(4-chlorophenyl)-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide

Chemical Property:

• Vapor Pressure: 9.75E-14mmHg at 25°C
• Boiling Point: 573.1°Cat760mmHg
• Flash Point: 300.4°C
• Density: 1.412g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 298.0509053
• Heavy Atom Count: 21
• Complexity: 438

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(C#N)C(=O)NC2=CC=C(C=C2)O)Cl
• Isomeric SMILES: C1=CC(=CC=C1/C=C(/C#N)\C(=O)NC2=CC=C(C=C2)O)Cl

Technology Process of (Z)-3-(4-chlorophenyl)-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide

There total 10 articles about (Z)-3-(4-chlorophenyl)-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide 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: 95.0%

benzothiophene-2,3-dicarboxylic acid (37412-26-3) → benzothiophene-2,3-dicarboxylic anhydride (5732-24-1)

Guidance literature:

With acetic anhydride; for 1h; Reflux;

DOI:10.1142/S1088424611002969

Reference yield:

thiophenol (108-98-5) → benzothiophene-2,3-dicarboxylic anhydride (5732-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: carbon disulfide; aluminum (III) chloride / 0 - 45 °C

2: sodium hydrogencarbonate / water / Heating

3: sodium hydroxide / water / Heating

4: acetic anhydride / 1 h / Reflux

With carbon disulfide; aluminum (III) chloride; acetic anhydride; sodium hydrogencarbonate; sodium hydroxide; In water;

DOI:10.1142/S1088424611002969

Reference yield:

methyl benzothiophene-2,3-dicarboxylate (41892-84-6) → benzothiophene-2,3-dicarboxylic anhydride (5732-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 2 h / 100 °C

2: acetic anhydride / Reflux

With acetic anhydride; sodium hydroxide; In methanol; water;

DOI:10.1039/c8ob00010g

upstream raw materials:

benzothiophene-2,3-dicarboxylic acid

benzo-[b]thiophene-2,3-dione

2-(2-carboxymethylsulfanylphenyl)-2-oxoacetic acid

thiophenol

Downstream raw materials:

3-(2,4-dihydroxy-benzoyl)-benzo[b]thiophene-2-carboxylic acid

dibenzothiophene

2,6-diphenyl-1,4-dihydroquinone

2,5-diphenyl-1,4-dihydroxybenzene