ETHYL (2-AZIDOETHOXY)ACETO-2-(2-CHLOROPHENYLMETHLENE)ACETATE

Base Information

• Chemical Name: ETHYL (2-AZIDOETHOXY)ACETO-2-(2-CHLOROPHENYLMETHLENE)ACETATE
• CAS No.: 837427-86-8
• Molecular Formula: C15H16ClN3O4
• Molecular Weight: 337.763
• Mol file: 837427-86-8.mol

Synonyms:Ethyl (2-Azidoethoxy)aceto-2-(2-chlorophenylmethlene)acetate;

Chemical Property of ETHYL (2-AZIDOETHOXY)ACETO-2-(2-CHLOROPHENYLMETHLENE)ACETATE

Chemical Property:

• Melting Point: 143-145°C
• PSA: 102.35000
• LogP: 2.63526
• Solubility.: Acetone, Ethyl Acetate, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl(2-Azidoethoxy)aceto-2-(2-chlorophenylmethlene)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl (2-Azidoethoxy)aceto-2-(2-chlorophenylmethlene)acetate (cas# 837427-86-8) is a compound useful in organic synthesis.

Technology Process of ETHYL (2-AZIDOETHOXY)ACETO-2-(2-CHLOROPHENYLMETHLENE)ACETATE

There total 2 articles about ETHYL (2-AZIDOETHOXY)ACETO-2-(2-CHLOROPHENYLMETHLENE)ACETATE 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: 82.9%

2-chloro-benzaldehyde (89-98-5) + ethyl 4-(2-azidoethoxy)acetoacetate (88150-45-2) → 4-(2-azido-ethoxy)-2-(2-chloro-benzylidene)-3-oxo-butyric acid ethyl ester (837427-86-8)

Guidance literature:

With piperidine; acetic acid; In isopropyl alcohol; for 0.333333h; Heating / reflux;

Reference yield:

ethyl (2-chloroaceto)acetate (638-07-3) → 4-(2-azido-ethoxy)-2-(2-chloro-benzylidene)-3-oxo-butyric acid ethyl ester (837427-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; oil / 1 h / 20 °C

1.2: 16.5 h / 0 - 20 °C

2.1: piperidine; acetic acid / isopropyl alcohol / 0.33 h / Heating / reflux

With piperidine; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol; oil;

Reference yield: 62.0%

4-(2-azido-ethoxy)-2-(2-chloro-benzylidene)-3-oxo-butyric acid ethyl ester (837427-86-8) + dimedone (126-81-8) → 2-(2-azido-ethoxymethyl)-4-(2-chloro-phenyl)-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (848586-27-6)

Guidance literature:

With ammonium acetate; In isopropyl alcohol; for 16h; Heating / reflux;

upstream raw materials:

2-chloro-benzaldehyde

ethyl 4-(2-azidoethoxy)acetoacetate

ethyl (2-chloroaceto)acetate

Downstream raw materials:

2-(2-azido-ethoxymethyl)-4-(2-chloro-phenyl)-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester

Refernces