bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone

Base Information

• Chemical Name: bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone
• CAS No.: 78387-27-6
• Molecular Formula: C₂₄H₂₈N₄O₈
• Molecular Weight: 500.508
• Mol file: 78387-27-6.mol

Synonyms:bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone

Chemical Property of bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone

There total 2 articles about bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone 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%

2-chloro-1-(2,4-dinitrophenylazo)ethene (344557-42-2) + dimedone (126-81-8) → bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone (78387-27-6)

Guidance literature:

With sodium carbonate; In dichloromethane; at 20 ℃; for 96h;

Reference yield:

dichloroacetaldehyde 2,4-dinitrophenylhydrazone (19072-93-6) → bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone (78387-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / anhydrous sodium carbonate / CH₂Cl₂ / 24 h / Ambient temperature

2: 76 percent / Na₂CO₃ / CH₂Cl₂ / 96 h / 20 °C

With sodium carbonate; In dichloromethane;

Reference yield: 55.0%

bis(4,4-dimethyl-2,6-dioxocyclohexyl)acetaldehyde 2,4-dinitrophenylhydrazone (78387-27-6) → 6,6-dimethyl-3-(4,4-dimethyl-2,6-dioxocyclohexyl)-1-(2,4-dinitrophenylamino)-4-oxo-4,5,6,7-tetrahydroindole (78387-26-5)

Guidance literature:

With hydrogenchloride; In ethanol; Heating;

DOI:10.1016/S0040-4039(01)82865-3

upstream raw materials:

2-chloro-1-(2,4-dinitrophenylazo)ethene

dimedone

dichloroacetaldehyde 2,4-dinitrophenylhydrazone

Downstream raw materials:

6,6-dimethyl-3-(4,4-dimethyl-2,6-dioxocyclohexyl)-1-(2,4-dinitrophenylamino)-4-oxo-4,5,6,7-tetrahydroindole

Refernces

• 1、 Gilchrist, Thomas L.,Parton, Brian,Stevens, John A.. "FORMATION OF PYRROLES FROM β-CHLOROAZOALKENES AND 1,3-DICARBONYL COMPOUNDS". . p. 1059 - 1062. Retrieved 2007/10/02.