3-[(4-Chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one

Base Information

• Chemical Name: 3-[(4-Chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one
• CAS No.: 24706-47-6
• Molecular Formula: C14H16ClNO
• Molecular Weight: 249.74
• DSSTox Substance ID: DTXSID301331716
• Nikkaji Number: J433.111G
• ChEMBL ID: CHEMBL2031627
• Mol file: 24706-47-6.mol

Synonyms:3-[(4-chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one;24706-47-6;3-(4-chloroanilino)-5,5-dimethylcyclohex-2-en-1-one;3-((4-CHLOROPHENYL)AMINO)-5,5-DIMETHYLCYCLOHEX-2-EN-1-ONE;MLS001196874;SCHEMBL486586;CHEMBL2031627;DTXSID301331716;HMS2856J07;MFCD00128477;STK262372;AKOS001652215;MS-9973;SMR000555829;CS-0323886;EU-0076734;SR-01000479710;SR-01000479710-1;3-(4-chloroanilino)-5,5-dimethyl-2-cyclohexen-1-one;5,5-dimethyl-3-(4-chlorophenylamino)-2-cyclo-hexen-1-one

Chemical Property of 3-[(4-Chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one

Chemical Property:

• PSA: 29.10000
• LogP: 4.09790
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 249.0920418
• Heavy Atom Count: 17
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

3-[(4-Chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=CC(=O)C1)NC2=CC=C(C=C2)Cl)C

Technology Process of 3-[(4-Chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one

There total 5 articles about 3-[(4-Chlorophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one 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: 95.0%

4-chloro-aniline (106-47-8) + dimedone (126-81-8) → 3-(4-chlorophenylamino)-5,5-dimethylcyclohex-2-enone (24706-47-6)

Guidance literature:

With silica sulfuric acid; In acetonitrile; for 0.0138889h; Microwave irradiation;

DOI:10.1080/10426507.2010.492365

Reference yield: 34.0%

7,7-dimethyl-4-phenyl-4,6,7,8-tetrahydro-2H-1,3-benzoxazine-2,5(3H)-dione (1001588-86-8) + 4-chloro-aniline (106-47-8) → 3-(4-chlorophenylamino)-5,5-dimethylcyclohex-2-enone (24706-47-6)

Guidance literature:

With acetic acid; for 10h; Heating;

DOI:10.1134/S1070428007020170

Reference yield:

dimedone (126-81-8) → 3-(4-chlorophenylamino)-5,5-dimethylcyclohex-2-enone (24706-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / toluene / 24 h / 20 °C

2: 34 percent / acetic acid / 10 h / Heating

With acetic acid; In toluene;

DOI:10.1134/S1070428007020170

upstream raw materials:

4-chloro-aniline

dimedone

dimedone

7,7-dimethyl-4-phenyl-4,6,7,8-tetrahydro-2H-1,3-benzoxazine-2,5(3H)-dione

Downstream raw materials:

N-(4-Chlorphenyl)-5,5-dimethyl-3-(trimethylsiloxy)-2-cyclohexen-1-imin

methyl 3-(p-chlorophenyl)amino-5,5-dimethyl-1-oxo-2-cyclohexene-2-dithiocarboxylate

1-(p-chlorophenyl)-7,7-dimethyl-4-methylthio-5-oxo-1,5,6,7-tetrahydro-2H-3,1-benzothiazine-2-thione