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

Base Information

• Chemical Name: 5-[hydroxy(4-nitrophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS No.: 82961-74-8
• Molecular Formula: C₁₃H₁₁NO₇
• Molecular Weight: 293.233
• Mol file: 82961-74-8.mol

Synonyms:5-[hydroxy(4-nitrophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 5-[hydroxy(4-nitrophenyl)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: 91.0%

cycl-isopropylidene malonate (2033-24-1) + 4-nitro-benzoyl chloride (122-04-3) → 5-[hydroxy(4-nitrophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione (82961-74-8)

Guidance literature:

With dmap; In acetonitrile; at 0 - 20 ℃; for 16.6667h;

DOI:10.1002/ejoc.202000503

Reference yield:

cycl-isopropylidene malonate (2033-24-1) → 5-[hydroxy(4-nitrophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione (82961-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NaOH / H₂O / 10 °C

2: dimethylformamide / 1.) 0 deg C, 1 h; 2.) 20-30 deg C, 18 h

With sodium hydroxide; In water; N,N-dimethyl-formamide;

DOI:10.1055/s-1982-29828

Reference yield: 85.0%

N-[methyl(oxo)(phenyl)-λ6-sulfanylidene]cyanamide (952022-13-8) + 5-[hydroxy(4-nitrophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione (82961-74-8) → N-[methyl(oxo)(phenyl)-λ6-sulfanylidene]-6-(4-nitrophenyl)-2,4-dioxo-3,4-dihydro-2H-1,3-oxazine-5-carboxamide

Guidance literature:

In toluene; at 120 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c02504

upstream raw materials:

cycl-isopropylidene malonate

4-nitro-benzoyl chloride

Downstream raw materials:

methyl 3-(4-nitrophenyl)-3-oxopropanoate

ethyl 4-nitrobenzoylacetate

ethyl 2-(1-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)(4-nitrophenyl)methylamino)acetate