Benzoxazole, 2-(3,4-methylenedioxyphenyl)-

Base Information

• Chemical Name: Benzoxazole, 2-(3,4-methylenedioxyphenyl)-
• CAS No.: 3315-20-6
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• Hs Code.: 2934999090
• NSC Number: 127059
• DSSTox Substance ID: DTXSID70186800
• Nikkaji Number: J41.878A
• Wikidata: Q83058196
• Mol file: 3315-20-6.mol

Synonyms:3315-20-6;BENZOXAZOLE, 2-(3,4-METHYLENEDIOXYPHENYL)-;2-(3,4-Methylenedioxyphenyl)benzoxazole;R.661;NSC 127059;BRN 0227732;Benzoxazole, 2-(1,3-benzodioxol-5-yl)-;2-(1,3-Benzodioxole-5-yl)benzoxazole;4-27-00-06784 (Beilstein Handbook Reference);2-(benzo[d][1,3]dioxol-5-yl)benzo[d]oxazole;SCHEMBL20974028;DTXSID70186800;Benzoxazole,3-benzodioxol-5-yl)-;Benzoxazole,4-methylenedioxyphenyl)-;NSC127059;NSC-127059;LS-42205

Chemical Property of Benzoxazole, 2-(3,4-methylenedioxyphenyl)-

Chemical Property:

• Vapor Pressure: 6.31E-05mmHg at 25°C
• Boiling Point: 355.7°C at 760 mmHg
• Flash Point: 168.9°C
• PSA: 44.49000
• Density: 1.359g/cm³
• LogP: 3.22350
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 239.058243149
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C3=NC4=CC=CC=C4O3

Technology Process of Benzoxazole, 2-(3,4-methylenedioxyphenyl)-

There total 16 articles about Benzoxazole, 2-(3,4-methylenedioxyphenyl)- 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: 99.0%

piperonol (495-76-1) + 2-amino-phenol (95-55-6) → 2-(3',4'-Methylendioxyphenyl)benzoxazol (3315-20-6)

Guidance literature:

piperonol; With oxygen; at 106 ℃; for 0.216667h; under 3800.26 Torr; Flow reactor; Green chemistry;

2-amino-phenol; at 106 ℃; Flow reactor; Green chemistry;

at 106 ℃; for 0.666667h; Flow reactor; Green chemistry;

DOI:10.1039/c9gc01641d

Reference yield: 97.0%

benzoxazole (273-53-0,29791-96-6) + benzo[d][1,3]dioxol-5-yl methanesulfonate (128612-45-3) → 2-(3',4'-Methylendioxyphenyl)benzoxazol (3315-20-6)

Guidance literature:

With palladium diacetate; caesium carbonate; cesium pivalate; 1,2-bis-(dicyclohexylphosphino)ethane; In toluene; at 120 ℃;

DOI:10.1021/cs500587b

Reference yield: 87.0%

piperonol (495-76-1) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2-(3',4'-Methylendioxyphenyl)benzoxazol (3315-20-6)

Guidance literature:

With triscarbonyl‐(η⁴–3,4‐bis(4‐methoxyphenyl)‐2,5‐diphenylcyclopenta‐2,4‐dienone)iron; trimethylamine-N-oxide; In o-xylene; at 150 ℃; for 24h; Solvent; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.0c02191

upstream raw materials:

piperonal

nitrobenzene

2-amino-phenol

piperonal-(2-hydroxy-phenylimine)

Refernces

• 1、 Ferlin, Francesco,Van Der Hulst, Mitchell K.,Santoro, Stefano,Lanari, Daniela,Vaccaro, Luigi. "Continuous flow/waste-minimized synthesis of benzoxazoles catalysed by heterogeneous manganese systems". supporting information. p. 5298 - 5305. Retrieved 2019/10/11.
• 2、 Shi, Wei-Min,Li, Xiao-Hua,Liang, Cui,Mo, Dong-Liang. "Base-Free Selective O-Arylation and Sequential [3,3]-Rearrangement of Amidoximes with Diaryliodonium Salts: Synthesis of 2-Substituted Benzoxazoles". . p. 4129 - 4135. Retrieved 2017/12/15.