ethyl 4-chloro-2-nitrobenzoylacetate

Base Information

• Chemical Name: ethyl 4-chloro-2-nitrobenzoylacetate
• CAS No.: 220101-42-8
• Molecular Formula: C₁₁H₁₀ClNO₅
• Molecular Weight: 271.657
• Mol file: 220101-42-8.mol

Synonyms:ethyl 4-chloro-2-nitrobenzoylacetate

Chemical Property of ethyl 4-chloro-2-nitrobenzoylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-chloro-2-nitrobenzoylacetate

There total 4 articles about ethyl 4-chloro-2-nitrobenzoylacetate 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: 72.0%

diethyl 2-(4-chloro-2-nitrobenzoyl)malonate (611199-33-8) → ethyl 4-chloro-2-nitrobenzoylacetate (220101-42-8)

Guidance literature:

With toluene-4-sulfonic acid; Heating;

DOI:10.1002/jhet.5570400410

Reference yield:

hydrogen ethyl malonate (1071-46-1) + 4-chloro-2-nitro-benzoyl chloride (41995-04-4) → ethyl 4-chloro-2-nitrobenzoylacetate (220101-42-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -45 ℃; for 1h; Yield given;

DOI:10.1016/S0223-5234(99)80014-2

Reference yield:

4-chloro-2-nitro-benzoic acid (6280-88-2) → ethyl 4-chloro-2-nitrobenzoylacetate (220101-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; urea / toluene / 3 h / 100 °C

2.1: magnesium; ethanol / CCl₄; toluene / 1 h / Heating

2.2: CCl₄; ethanol; toluene / 0.5 h / 20 °C

3.1: 72 percent / aq. p-toluenesulfonic acid / Heating

With thionyl chloride; ethanol; toluene-4-sulfonic acid; magnesium; urea; In tetrachloromethane; toluene;

DOI:10.1002/jhet.5570400410

upstream raw materials:

hydrogen ethyl malonate

4-chloro-2-nitro-benzoyl chloride

diethyl 2-(4-chloro-2-nitrobenzoyl)malonate

4-chloro-2-nitro-benzoic acid

Downstream raw materials:

3-(4-chloro-2-nitro-phenyl)-3-oxo-N-phenyl-propionamide

2-(4-Chloro-2-nitro-phenyl)-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

{2-Benzyloxycarbonylamino-2-[5-chloro-2-(2-phenylcarbamoyl-acetyl)-phenylcarbamoyl]-acetylamino}-acetic acid benzyl ester

{2-Benzyloxy-1-[5-chloro-2-(2-phenylcarbamoyl-acetyl)-phenylcarbamoyl]-ethyl}-carbamic acid benzyl ester

Refernces

• 1、 Messeri, Tommaso,Pentassuglia, Giorgio,Di Fabio, Romano. "Efficient synthesis of novel benzo-[e]-[1,4]-diazepine derivatives". . p. 3227 - 3230. Retrieved 2007/10/03.