N-[1-(4-chlorophenyl)ethylideneamino]-N-methylmethanamine

Base Information

• Chemical Name: N-[1-(4-chlorophenyl)ethylideneamino]-N-methylmethanamine
• CAS No.: 5757-81-3
• Molecular Formula: C10H13ClN2
• Molecular Weight: 196.68
• NSC Number: 155378
• Nikkaji Number: J594.791J
• Mol file: 5757-81-3.mol

Synonyms:5757-81-3;NSC155378;N-[1-(4-chlorophenyl)ethylideneamino]-N-methylmethanamine;NSC-155378;4'-Chloroacetophenone dimethyl hydrazone

Chemical Property of N-[1-(4-chlorophenyl)ethylideneamino]-N-methylmethanamine

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Boiling Point: 262.3°Cat760mmHg
• Flash Point: 112.4°C
• Density: 1.05g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.0767261
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NN(C)C)C1=CC=C(C=C1)Cl
• Isomeric SMILES: C/C(=N/N(C)C)/C1=CC=C(C=C1)Cl

Technology Process of N-[1-(4-chlorophenyl)ethylideneamino]-N-methylmethanamine

There total 1 articles about N-[1-(4-chlorophenyl)ethylideneamino]-N-methylmethanamine 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:

para-chloroacetophenone (99-91-2) + N,N-Dimethylhydrazine (57-14-7) → 4-Chlor-acetophenon- (5757-81-3)

Guidance literature:

In ethanol; Heating;

DOI:10.1021/jo01341a008

Reference yield: 93.0%

4-Chlor-acetophenon- (5757-81-3) + diphenyl acetylene (501-65-5) → 1-methyl-3,4-diphenyl-6-chloro-isoquinoline (1198575-42-6)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid; silver(l) oxide; In methanol; at 90 ℃; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1021/ol402796m

Reference yield: 26.0%

N'-[1-(4-Chloro-phenyl)-eth-(E)-ylidene]-N,N-dimethyl-hydrazine (5757-81-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-Dimethyl-N-[1-methyl-3-(4-chlorphenyl)-pyrazol-4-ylmethylen]ammonium-perchlorat + {N-[1-(4-chloro-phenyl)-vinyl]-N',N'-dimethyl-hydrazinomethylene}-dimethyl-ammonium; perchlorate

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate;

N'-[1-(4-Chloro-phenyl)-eth-(E)-ylidene]-N,N-dimethyl-hydrazine; In N,N-dimethyl-formamide; at 60 - 80 ℃; for 4h;

With sodium perchlorate; In N,N-dimethyl-formamide; for 0.0833333h; cooling;

upstream raw materials:

para-chloroacetophenone

N,N-Dimethylhydrazine

Downstream raw materials:

(1-(4-chlorophenyl)ethylidene)hydrazine

para-chloroacetophenone

C₁₃H₁₄Cl₂N₂

C₁₃H₁₃ClN₂

Refernces

• 1、 Chuang, Sheng-Chieh,Gandeepan, Parthasarathy,Cheng, Chien-Hong. "Synthesis of isoquinolines via Rh(III)-catalyzed C-H activation using hydrazone as a new oxidizing directing group". supporting information. p. 5750 - 5753. Retrieved 2013/12/04.