2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione

Base Information

• Chemical Name: 2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione
• CAS No.: 1403494-83-6
• Molecular Formula: C₂₁H₁₈N₂O₂
• Molecular Weight: 330.386
• Mol file: 1403494-83-6.mol

Synonyms:2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione

Chemical Property of 2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione

There total 2 articles about 2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-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: 78.0%

1,2-diphenylpyrazolidine-3,5-dione (2652-77-9) + hexa-1,5-diene-3,4-diyl dimethyl dicarbonate (1403494-69-8) → 2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione (1403494-83-6)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); sodium methylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201204629

Reference yield:

hexa-1,5-diene-3,4-diol (19700-96-0,19700-97-1,58208-04-1,112571-38-7,144829-86-7,1069-23-4) → 2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione (1403494-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 16 h / 20 °C

2: bis(η3-allyl-μ-chloropalladium(II)); sodium methylate; triphenylphosphine / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

With pyridine; dmap; bis(η3-allyl-μ-chloropalladium(II)); sodium methylate; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201204629

Reference yield: 79.0%

2,3-diphenyl-6-vinyl-2,3-diazaspiro[4.4]non-7-ene-1,4-dione (1403494-83-6) → 2,3-diphenyl-2,3-diazaspiro[4.6]undeca-7,9-diene-1,4-dione (1403494-89-2)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); tris(o-methoxyphenyl)phosphine; sodium methylate; In tetrahydrofuran; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201204629

upstream raw materials:

1,2-diphenylpyrazolidine-3,5-dione

hexa-1,5-diene-3,4-diyl dimethyl dicarbonate

hexa-1,5-diene-3,4-diol

Downstream raw materials:

2,3-diphenyl-2,3-diazaspiro[4.6]undeca-7,9-diene-1,4-dione