5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

Base Information

• Chemical Name: 5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione
• CAS No.: 187278-04-2
• Molecular Formula: C13H12BrNO4
• Molecular Weight: 326.14300
• DSSTox Substance ID: DTXSID801153385
• Mol file: 187278-04-2.mol

Synonyms:187278-04-2;5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione;5-(((2-Bromophenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione;5-[(2-bromoanilino)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione;5-((2-bromophenylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione;5-[(2-Bromophenylamino)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione;5-[[(2-Bromophenyl)amino]methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione;CZIDPABFUHRFGR-UHFFFAOYSA-N;SCHEMBL15367241;DTXSID801153385;AKOS003493542;CS-0336687;G11456;5-((2-bromophenylamino)methylene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

Chemical Property of 5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

Chemical Property:

• Melting Point: 160 °C
• Boiling Point: 491.8±45.0 °C(Predicted)
• PKA: -2.71±0.40(Predicted)
• PSA: 64.63000
• Density: 1.625±0.06 g/cm3(Predicted)
• LogP: 2.30480
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 324.99497
• Heavy Atom Count: 19
• Complexity: 397

Purity/Quality:

98%min ^*data from raw suppliers

5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC(=O)C(=CNC2=CC=CC=C2Br)C(=O)O1)C

Technology Process of 5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

There total 5 articles about 5-[(2-Bromo-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione 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: 90.0%

cycl-isopropylidene malonate (2033-24-1) + 2-bromoaniline (615-36-1) + trimethyl orthoformate (149-73-5) → 5-{[(2-bromophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione (187278-04-2)

Guidance literature:

cycl-isopropylidene malonate; trimethyl orthoformate; for 3h; Reflux;

2-bromoaniline; at 20 ℃; for 12h;

Reference yield: 85.0%

5-(ethoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (15568-86-2) + 2-bromoaniline (615-36-1) → 5-{[(2-bromophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione (187278-04-2)

Guidance literature:

In ethanol; at 20 ℃;

DOI:10.1023/A:1020641922707

Reference yield: 82.2%

cycl-isopropylidene malonate (2033-24-1) + (E)-N'-(2-bromophenyl)-N,N-dimethylformamidine (117750-31-9) → 5-{[(2-bromophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione (187278-04-2)

Guidance literature:

With acetic acid; at 100 ℃; for 0.25h; Temperature; Solvent; Microwave irradiation; Inert atmosphere;

upstream raw materials:

5-(ethoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

2-bromoaniline

cycl-isopropylidene malonate

trimethyl orthoformate

Downstream raw materials:

8-bromo-1,4-dihydroquinolin-4-one