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

Base Information

• Chemical Name: 5-(Aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS No.: 15568-88-4
• Molecular Formula: C₇H₉NO₄
• Molecular Weight: 171.153
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70372822
• Mol file: 15568-88-4.mol

Synonyms:15568-88-4;5-(aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione;5-(aminomethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione;aminomethylenedimethyldioxanedione;CX1052;DTXSID70372822;MFCD01111609;AKOS004906360;1L-411S;FT-0680123;J-516281;2,2-dimethyl-4,6-dioxo-5-aminomethylene-1,3-dioxane

Chemical Property of 5-(Aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Chemical Property:

• Vapor Pressure: 1.45E-06mmHg at 25°C
• Melting Point: 210,5-211,5°C
• Boiling Point: 377.3°Cat760mmHg
• PKA: 2.32±0.40(Predicted)
• Flash Point: 232.6°C
• PSA: 78.62000
• Density: 1.376g/cm³
• LogP: 0.36540
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 171.05315777
• Heavy Atom Count: 12
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

5-(Aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC(=O)C(=CN)C(=O)O1)C

Technology Process of 5-(Aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

There total 4 articles about 5-(Aminomethylene)-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: 76.0%

cycl-isopropylidene malonate (2033-24-1) + formimidomethylester hydrochloride (15755-09-6) → 5-aminomethylene-2,2-dimethyl-[1,3]dioxane-4,6-dione (15568-88-4)

Guidance literature:

With triethylamine; In chloroform; Heating; overnight;

DOI:10.1055/s-1981-29361

Reference yield: 47.0%

5-<<(Benzyliminomethyl-λ6-sulfanyliden)amino>methylen>-2,2-dimethyl-1,3-dioxan-4,6-dion (112424-55-2) → 5-aminomethylene-2,2-dimethyl-[1,3]dioxane-4,6-dione (15568-88-4)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 48h; Heating;

Reference yield: 47.0%

5-<<(Benzylethylimino-λ6-sulfanyliden)amino>methylen>-2,2-dimethyl-1,3-dioxan-4,6-dion (112424-56-3) → 5-aminomethylene-2,2-dimethyl-[1,3]dioxane-4,6-dione (15568-88-4)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 48h; Heating;

upstream raw materials:

cycl-isopropylidene malonate

formimidomethylester hydrochloride

5-<<(Benzyliminomethyl-λ⁶-sulfanyliden)amino>methylen>-2,2-dimethyl-1,3-dioxan-4,6-dion

5-<<(Benzylethylimino-λ⁶-sulfanyliden)amino>methylen>-2,2-dimethyl-1,3-dioxan-4,6-dion

Downstream raw materials:

ethyl 3-aminoacrylate