3-{4-[(4-Chlorophenyl)sulfanyl]-3-nitrophenyl}-2-cyano-N-(4-methoxyphenyl)prop-2-enamide

Base Information

• Chemical Name: 3-{4-[(4-Chlorophenyl)sulfanyl]-3-nitrophenyl}-2-cyano-N-(4-methoxyphenyl)prop-2-enamide
• CAS No.: 6617-04-5
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.225
• DSSTox Substance ID: DTXSID30984647
• Mol file: 6617-04-5.mol

Synonyms:DTXSID30984647;3-{4-[(4-Chlorophenyl)sulfanyl]-3-nitrophenyl}-2-cyano-N-(4-methoxyphenyl)prop-2-enamide

Chemical Property of 3-{4-[(4-Chlorophenyl)sulfanyl]-3-nitrophenyl}-2-cyano-N-(4-methoxyphenyl)prop-2-enamide

Chemical Property:

• Vapor Pressure: 2.32E-19mmHg at 25°C
• Boiling Point: 419.4°Cat760mmHg
• Flash Point: 207.4°C
• Density: 1.29g/cm³
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 465.0550049
• Heavy Atom Count: 32
• Complexity: 733

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=O)C(=CC2=CC(=C(C=C2)SC3=CC=C(C=C3)Cl)[N+](=O)[O-])C#N

Technology Process of 3-{4-[(4-Chlorophenyl)sulfanyl]-3-nitrophenyl}-2-cyano-N-(4-methoxyphenyl)prop-2-enamide

There total 21 articles about 3-{4-[(4-Chlorophenyl)sulfanyl]-3-nitrophenyl}-2-cyano-N-(4-methoxyphenyl)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: 74.0%

1-Methyl-2-oxabicyclo<3.3.01,5>nonan-3-one (13373-66-5,19946-65-7,39163-24-1,76215-55-9,92775-14-9) → 2-Methylcyclohexaneacetic acid (6617-04-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium; tert-butyl alcohol; In diethyl ether; for 1h; Ambient temperature;

Reference yield:

formic acid (64-18-6) + 2-methyl-1-methylenecyclohexane (2808-75-5,58396-30-8) → (+/-)-(cis-2-methyl-cyclohexyl)-acetic acid (6617-04-5,148962-91-8,148962-92-9) + (+/-)-(trans-2-methyl-cyclohexyl)-acetic acid (6617-04-5,148962-91-8,148962-92-9)

Guidance literature:

With carbon monoxide; palladium diacetate; 1,4-di(diphenylphosphino)-butane; In 1,2-dimethoxyethane; at 150 ℃; for 16h; under 5168 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00065a028

Reference yield:

formic acid (64-18-6) + 2-methyl-1-methylenecyclohexane (2808-75-5,58396-30-8) → (+/-)-(cis-2-methyl-cyclohexyl)-acetic acid (6617-04-5,148962-91-8,148962-92-9) + (+/-)-(trans-2-methyl-cyclohexyl)-acetic acid (6617-04-5,148962-91-8,148962-92-9)

Guidance literature:

With carbon monoxide; palladium diacetate; 1,4-di(diphenylphosphino)-butane; In 1,2-dimethoxyethane; at 150 ℃; for 16h; under 5168 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00065a028

upstream raw materials:

(2-methyl-cyclohexyl)-acetone

5-(2-Methylcyclohexyl)-3-methyl-pent-3-en-2-on

Ethyl α-cyano-2-methylcyclohexaneacetate

2-Ethylmethylcyclohexaneacetate

Downstream raw materials:

(2-methyl-cyclohexyl)-acetic acid-(2-indol-3-yl-ethylamide)

1-(2-methyl-cyclohexylmethyl)-4,9-dihydro-3H-β-carboline

methyl 2-methylcyclohexylacetate

(+/-)-(cis-2-methyl-cyclohexyl)-acetic acid amide

Refernces

• 1、 -. "Cycloalkylamides and their therapeutic applications". . . Retrieved 2008/06/13.
• 2、 Ali, Bassam El,Alper, Howard. "Palladium Acetate Catalyzed Synthesis of Cycloalkylacetic Acids by Regioselective Hydrocarboxylation of Methylenecycloalkanes with Formic Acid and 1,4-Bis(diphenylphosphino)butane". . p. 3595 - 3596. Retrieved 2007/10/02.