N-(3-cyano-4,5-dimethylthiophen-2-yl)-2-phenoxybutanamide

Base Information

• Chemical Name: N-(3-cyano-4,5-dimethylthiophen-2-yl)-2-phenoxybutanamide
• CAS No.: 5557-89-1
• Molecular Formula: C17H18N2O2S
• Molecular Weight: 314.402
• DSSTox Substance ID: DTXSID60386079
• Mol file: 5557-89-1.mol

Synonyms:N-(3-cyano-4,5-dimethylthiophen-2-yl)-2-phenoxybutanamide;5557-89-1;CBMicro_024693;Cambridge id 5557891;Oprea1_233399;Oprea1_461776;DTXSID60386079;ROSPOSVATMJOGV-UHFFFAOYSA-N;CCG-11532;STK334252;AKOS003242141;BIM-0024692.P001;AK-968/37005290;SR-01000213131;SR-01000213131-1

Chemical Property of N-(3-cyano-4,5-dimethylthiophen-2-yl)-2-phenoxybutanamide

Chemical Property:

• Vapor Pressure: 2.53E-11mmHg at 25°C
• Boiling Point: 530.2°Cat760mmHg
• Flash Point: 274.4°C
• Density: 1.21g/cm³
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 314.10889899
• Heavy Atom Count: 22
• Complexity: 428

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)NC1=C(C(=C(S1)C)C)C#N)OC2=CC=CC=C2

Technology Process of N-(3-cyano-4,5-dimethylthiophen-2-yl)-2-phenoxybutanamide

There total 5 articles about N-(3-cyano-4,5-dimethylthiophen-2-yl)-2-phenoxybutanamide 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: 94.0%

diiodomethane (75-11-6) + 1,2,3,4,5,6,7,8-octahydro-2-naphthalenol (5689-10-1) → octahydro-4a,8a-methanonaphthalen-2-ol (5557-89-1)

Guidance literature:

With copper dichloride; zinc; In diethyl ether; 1.) reflux, 2.7 h, 2.) room temperature, 2 h;

DOI:10.1021/ja00355a027

Reference yield:

6-methoxy-1,2,3,4-tetrahydronaphthalene (1730-48-9) → octahydro-4a,8a-methanonaphthalen-2-ol (5557-89-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sodium, liquid ammonia, 2.) anhydrous oxalic acid / 1.) absolute ethanol, 2.) isopropyl alcohol, water, 10 min

2: 1.) sodium borohydride, 2.) 10percent aq. sodium hydroxide / 1.) absolute ethanol, 2.5 h

3: 94 percent / zinc dust, anhydrous copper(II) chloride / diethyl ether / 1.) reflux, 2.7 h, 2.) room temperature, 2 h

With sodium hydroxide; sodium tetrahydroborate; ammonia; sodium; oxalic acid; copper dichloride; zinc; In diethyl ether;

DOI:10.1021/ja00355a027

Reference yield:

3,4,5,6,7,8-hexahydro-2(1H)-naphthalenone (13837-12-2) → octahydro-4a,8a-methanonaphthalen-2-ol (5557-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium borohydride, 2.) 10percent aq. sodium hydroxide / 1.) absolute ethanol, 2.5 h

2: 94 percent / zinc dust, anhydrous copper(II) chloride / diethyl ether / 1.) reflux, 2.7 h, 2.) room temperature, 2 h

With sodium hydroxide; sodium tetrahydroborate; copper dichloride; zinc; In diethyl ether;

DOI:10.1021/ja00355a027

upstream raw materials:

diiodomethane

1,2,3,4,5,6,7,8-octahydro-2-naphthalenol

6-methoxy-1,2,3,4-tetrahydronaphthalene

3,4,5,6,7,8-hexahydro-2(1H)-naphthalenone