3-chloro-4-(dimethylamino)cinnamic aldehyde

Base Information

• Chemical Name: 3-chloro-4-(dimethylamino)cinnamic aldehyde
• CAS No.: 191874-94-9
• Molecular Formula: C₁₁H₁₂ClNO
• Molecular Weight: 209.675
• Mol file: 191874-94-9.mol

Synonyms:

Chemical Property of 3-chloro-4-(dimethylamino)cinnamic aldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-chloro-4-(dimethylamino)cinnamic aldehyde

There total 2 articles about 3-chloro-4-(dimethylamino)cinnamic aldehyde 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:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4'-dimethylaminoacetophenone (2124-31-4) → 3-chloro-4-(dimethylamino)cinnamic aldehyde (191874-94-9)

Guidance literature:

With trichlorophosphate; Yield given. Multistep reaction; 1.) 10 min, 2.) DMF, 60 deg C, 3 h;

Reference yield:

N,N-dimethyl-aniline (121-69-7,77733-26-7) + 4-(3,3-Dichlor-2-propenyliden)morpholinium-chlorid → 3-chloro-4-(dimethylamino)cinnamic aldehyde (191874-94-9) + 3,3-bis(4-dimethylaminophenyl)-1,1-dichloroprop-1-ene

Guidance literature:

With water; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) CH₃CN, 50 deg C, 30 min, 2.) 30 min;

DOI:10.1055/s-1997-1221

Reference yield:

3-chloro-4-(dimethylamino)cinnamic aldehyde (191874-94-9) → 2-(4-(N,N-dimethylamino)phenyl)-5-phenylthiophene

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Na₂S / 1.) DMF, RT, 2 h, 2.) DMF

2: 1.) NaOH, H₂O, 2.) H⁺

With sodium sulfide; sodium hydroxide; water; hydrogen cation;

upstream raw materials:

N,N-dimethyl-formamide

4'-dimethylaminoacetophenone

N,N-dimethyl-aniline

Downstream raw materials:

[(Z)-1-(4-Dimethylamino-phenyl)-3-oxo-propenylsulfanyl]-phenyl-acetic acid methyl ester

Refernces

• 1、 Kirsch, Gilbert,Prim, Damien,Leising, Frederic,Mignani, Gerard. "New Thiophene Derivatives as Potential Materials for Non Linear Optics". . p. 1005 - 1010. Retrieved 2007/10/02.