2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene

Base Information

• Chemical Name: 2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene
• CAS No.: 5396-98-5
• Molecular Formula: C20H20N2
• Molecular Weight: 288.392
• Hs Code.: 2933990090
• European Community (EC) Number: 611-073-9
• NSC Number: 4416
• UNII: V7S4SJ2U5A
• DSSTox Substance ID: DTXSID70202251
• Nikkaji Number: J2.908.256A
• Wikidata: Q83075523
• Mol file: 5396-98-5.mol

Synonyms:2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene;5396-98-5;2,3-Diphenyl-1,4-diazaspiro(4.5)deca-1,3-diene;V7S4SJ2U5A;NSC4416;NSC 4416;UNII-V7S4SJ2U5A;NSC-4416;ghl.PD_Mitscher_leg0.522;SCHEMBL1639791;DTXSID70202251;STK372042;AKOS005446482;SS-5175;CS-0358952;2,3-Diphenyl-1,4-diazaspiro4.5deca-1,3- diene;2,3-Diphenyl-1,4-diaza-spiro[4.5]deca-1,3-diene;2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene, 99%

Chemical Property of 2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene

Chemical Property:

• Vapor Pressure: 1.85E-07mmHg at 25°C
• Melting Point: 106-108 °C(lit.)
• Boiling Point: 437.9°Cat760mmHg
• Flash Point: 211.3°C
• PSA: 24.72000
• Density: 1.12g/cm³
• LogP: 3.51020
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 288.162648646
• Heavy Atom Count: 22
• Complexity: 408

Purity/Quality:

98%min ^*data from raw suppliers

2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)N=C(C(=N2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene

There total 4 articles about 2,3-Diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene 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: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + benzil (134-81-6) → 2,3-diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene (5396-98-5)

Guidance literature:

With ammonium acetate; In acetic acid; at 118 ℃;

DOI:10.1016/j.elecom.2010.08.016

Reference yield:

diphenyl acetylene (501-65-5) → 2,3-diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene (5396-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / dimethyl sulfoxide / 4 h / 100 °C

2: ammonium acetate / 4 h / 100 °C

With ammonium acetate; acetic acid; In dimethyl sulfoxide;

DOI:10.1039/c5nj00959f

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 2,3-diphenyl-1,4-diazaspiro[4.5]deca-1,3-diene (5396-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium dichloride; triphenylphosphine; pyrrolidine / water / 2 h / 120 °C / Inert atmosphere; Schlenk technique

2: sodium hydrogencarbonate; magnesium sulfate heptahydrate; potassium permanganate / water; acetone / 1 h / 20 °C / Inert atmosphere; Schlenk technique

3: ammonium acetate; acetic acid / 2 h / Reflux; Inert atmosphere; Schlenk technique

With pyrrolidine; potassium permanganate; magnesium sulfate heptahydrate; ammonium acetate; sodium hydrogencarbonate; acetic acid; triphenylphosphine; palladium dichloride; In water; acetone; 1: |Sonogashira Cross-Coupling;

DOI:10.1021/acscombsci.5b00107

upstream raw materials:

cyclohexanone

benzil

(E)-1,2-diphenyl-ethene

diphenyl acetylene

Downstream raw materials:

(R,R)-1,2-diphenylethylenediamine

(S,S)-1,2-diphenyl-1,2-diaminoethane

Refernces

• 1、 Boominathan, Siva Senthil Kumar,Chen, Chung-Yu,Huang, Po-Jui,Hou, Ruei-Jhih,Wang, Jeh-Jeng. "A sequential one-pot approach to 1,2,4,5-tetrasubstituted-2H-imidazole synthesis from disubstituted alkynes". . p. 6914 - 6918. Retrieved 2015/09/02.
• 2、 Cooksey, John P.,Kocienski, Philip J.,Schmidt, Arndt W.,Snaddon, Thomas N.,Kilner, Colin A.. "A synthesis of the pseudopterosin A-F aglycone". supporting information. p. 2779 - 2785,7. Retrieved 2020/07/31.