5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde
• CAS No.: 130840-96-9
• Molecular Formula: C₁₃H₁₃NOS
• Molecular Weight: 231.318
• Mol file: 130840-96-9.mol

Synonyms:5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde

Chemical Property of 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde

There total 7 articles about 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-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: 92.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + 4-(dimethylamino)benzene-boronic acid (28611-39-4) → 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde (130840-96-9)

Guidance literature:

With sodium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; water; for 20h; Heating;

DOI:10.1016/j.tet.2008.08.064

Reference yield: 80.0%

2-chloroethanal (107-20-0) + 3-[4-(dimethylamino)phenyl]-3-chloroprop-2-enal (61503-06-8) → 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde (130840-96-9)

Guidance literature:

3-[4-(dimethylamino)phenyl]-3-chloroprop-2-enal; With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

2-chloroethanal; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

With potassium carbonate; In water; N,N-dimethyl-formamide; at 60 ℃; for 0.166667h;

DOI:10.1016/j.dyepig.2010.01.006

Reference yield: 79.0%

4-Iodo-N,N-dimethylaniline (698-70-4) + (5-formylthiophen-2-yl)boronic acid → 5-(4-(dimethylamino)cyclohexa-1,5-dien-1-yl)thiophene-2-carbaldehyde (130840-96-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; at 85 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201100891

upstream raw materials:

2-(4'-N,N-dimethylaminophenyl)-thiophene

N,N-dimethyl-formamide

4-bromo-N,N-dimethylaniline

5-bromo-2-thiophencarboxaldehyde

Downstream raw materials:

{(E)-1-Cyano-2-[5-(4-dimethylamino-phenyl)-thiophen-2-yl]-vinyl}-phosphonic acid diethyl ester

Dimethyl-(4-{5-[(E)-2-(4-nitro-phenyl)-vinyl]-thiophen-2-yl}-phenyl)-amine

(Z)-3-[5-(4-Dimethylamino-phenyl)-thiophen-2-yl]-2-(4-nitro-phenyl)-acrylonitrile

(E)-2-Benzenesulfonyl-3-[5-(4-dimethylamino-phenyl)-thiophen-2-yl]-acrylonitrile