methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate

Base Information

• Chemical Name: methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate
• CAS No.: 83894-67-1
• Molecular Formula: C₂₀H₂₃ClN₂O₃
• Molecular Weight: 374.867
• Mol file: 83894-67-1.mol

Synonyms:methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate

Chemical Property of methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate

There total 10 articles about methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate 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:

2'-chloro-5'-nitroacetophenone (23082-50-0) → methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate (83894-67-1)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 1.5 h / Heating

2: H₂ / 10 percent Pd/C / dimethylformamide / 2 h / 750.06 Torr / Ambient temperature

3: 1.) aq. NaNO₂, HCl, 2.) Cu₂Cl₂, HCl / 1.) from 0 deg C to 5 deg C, 2.) from 0 deg C to 50 deg C

4: 1.) ammonium formiate, 2.) HCl / 1.) 150 deg C, 5 h, 2.) reflux, 3.5 h

5: 1.) N,N'-carbonyldiimidazole / 1.) THF, reflux, 1 h, 2.) THF, RT, overnight

With copper(I) chloride; hydrogenchloride; hydrogen; ammonium formate; 1,1'-carbonyldiimidazole; sodium nitrite; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm9810349

Reference yield:

1-(2-dimethylamino-5-nitro-phenyl)-ethanone (133659-66-2) → methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate (83894-67-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10 percent Pd/C / dimethylformamide / 2 h / 750.06 Torr / Ambient temperature

2: 1.) aq. NaNO₂, HCl, 2.) Cu₂Cl₂, HCl / 1.) from 0 deg C to 5 deg C, 2.) from 0 deg C to 50 deg C

3: 1.) ammonium formiate, 2.) HCl / 1.) 150 deg C, 5 h, 2.) reflux, 3.5 h

4: 1.) N,N'-carbonyldiimidazole / 1.) THF, reflux, 1 h, 2.) THF, RT, overnight

With copper(I) chloride; hydrogenchloride; hydrogen; ammonium formate; 1,1'-carbonyldiimidazole; sodium nitrite; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1021/jm9810349

Reference yield:

[4-(methoxycarbonyl)phenyl]acetic acid (22744-12-3) + 1,1'-carbonyldiimidazole (530-62-1) + 1-(5-chloro-2-dimethylamino-phenyl)-ethylamine (83901-79-5) → methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate (83894-67-1)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

[4-(methoxycarbonyl)phenyl]acetic acid

1-(5-chloro-2-dimethylamino-phenyl)-ethylamine

4-methyl-benzoic acid methyl ester

Methyl 4-(bromomethyl)benzoate

Downstream raw materials:

4-[(1-(5-Chloro-2-dimethylamino-phenyl)-1-ethyl)-aminocarbonylmethyl]-benzoic acid