ADD 196022

Base Information

• Chemical Name: ADD 196022
• CAS No.: 142458-16-0
• Molecular Formula: C₁₅H₁₆ClNO₃
• Molecular Weight: 293.75
• Mol file: 142458-16-0.mol

Synonyms:ADD 196022

Chemical Property of ADD 196022

Chemical Property:

• Vapor Pressure: 5.42E-07mmHg at 25°C
• Boiling Point: 411.8°Cat760mmHg
• Flash Point: 202.9°C
• PSA: 55.40000
• Density: 1.284g/cm³
• LogP: 3.10690

Purity/Quality:

ADD 196022 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ADD 196022

There total 4 articles about ADD 196022 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: 61.0%

methyl 6-methyl-2,4-cyclohexanedione-1-carboxylate (56157-27-8) + 4-chloro-aniline (106-47-8) → methyl 4-[(4'-chlorophenyl)amino]-6-methyl-2-oxo-3-cyclohexene-1-carboxylate (142458-16-0)

Guidance literature:

In ethanol; for 4h; Heating;

DOI:10.1021/jm00066a003

Reference yield: 61.0%

methyl 2-hydroxy-6-methyl-4-oxocyclohex-2-enecarboxylate (39493-30-6) + 4-chloro-aniline (106-47-8) → methyl 4-[(4'-chlorophenyl)amino]-6-methyl-2-oxo-3-cyclohexene-1-carboxylate (142458-16-0)

Guidance literature:

In diethyl ether; ethyl acetate; for 4h; Heating;

DOI:10.1021/jm00093a012

Reference yield:

3-penten-2-one (625-33-2) → methyl 4-[(4'-chlorophenyl)amino]-6-methyl-2-oxo-3-cyclohexene-1-carboxylate (142458-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium methanolate / 1.) 0 deg C, 30 min, 2.) a) 0 deg C, 1 h, b) reflux, 2 h

2: 61 percent / ethyl acetate; diethyl ether / 4 h / Heating

With sodium methylate; In diethyl ether; ethyl acetate;

DOI:10.1021/jm00093a012

upstream raw materials:

methyl 6-methyl-2,4-cyclohexanedione-1-carboxylate

4-chloro-aniline

methyl 2-hydroxy-6-methyl-4-oxocyclohex-2-enecarboxylate

2-oxo-4-hydroxy-6-methyl-cyclohex-3-ene carboxylic acid methyl ester

Refernces

• 1、 Scott, K. R.,Edafiogho, Ivan O.,Richardson, Erica L.,Farrar, Vida A.,Moore, Jacqueline A.,et al.. "Synthesis and Anticonvulsant Activity of Enaminone. 2. Further Structure-Activity Correlations.". . p. 1947 - 1955. Retrieved 2007/10/02.