2-(4-Iodophenyl)oxazole

Base Information

• Chemical Name: 2-(4-Iodophenyl)oxazole
• CAS No.: 195436-88-5
• Molecular Formula: C9H6 I N O
• Molecular Weight: 271.05
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60431997
• Nikkaji Number: J1.786.219G
• Wikidata: Q82246060
• Mol file: 195436-88-5.mol

Synonyms:195436-88-5;2-(4-IODO-PHENYL)-OXAZOLE;2-(4-iodophenyl)oxazole;2-(4-iodophenyl)-1,3-oxazole;2-(4-Iodophenyl) oxazole;SCHEMBL3040421;DTXSID60431997;BJNRAXNXFISPNV-UHFFFAOYSA-N;MFCD04973402;AKOS005068090;AB21323;s11018;2-(4-iodo-phenyl)-oxazole, AldrichCPR;AS-54510;CS-0342791;FT-0741084;EN300-235238;A813806;F2147-1013

Chemical Property of 2-(4-Iodophenyl)oxazole

Chemical Property:

• PSA: 26.03000
• LogP: 2.94620
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 270.94941
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Iodo-phenyl)-oxazole 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC=CO2)I
• Uses: 2-(4-Iodophenyl)-1,3-oxazole is used as a reactant in the preparation of oxazoles by cyclocondensation of aroylamidoacetals.

Technology Process of 2-(4-Iodophenyl)oxazole

There total 2 articles about 2-(4-Iodophenyl)oxazole 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: 83.0%

N-(2,2-dimethoxyethyl)-4-iodobenzamide → 2-(4-iodophenyl)oxazole (195436-88-5)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; at 130 - 134 ℃; for 7.5h;

DOI:10.1081/SCC-120006015

Reference yield:

4-iodobenzoic acid chloride (1711-02-0) → 2-(4-iodophenyl)oxazole (195436-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / aq. KHCO₃ / acetone / 4.5 h / 0 - 20 °C

2: 83 percent / P₂O₅; MeSO₃H / 7.5 h / 130 - 134 °C

With methanesulfonic acid; phosphorus pentoxide; potassium hydrogencarbonate; In acetone; 1: Schotten-Baumann reaction;

DOI:10.1081/SCC-120006015

Reference yield: 82.0%

4-bromo-9,9-dimethylxanthene-5-boronic acid (1258496-47-7) + 2-(4-iodophenyl)oxazole (195436-88-5) → BrC6H3(C(CH3)2)OC6H3C6H4CNC2H4O (1258496-48-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 6h; Inert atmosphere;

DOI:10.1021/om100673e

upstream raw materials:

4-iodobenzoic acid chloride

Downstream raw materials:

2-[4-[(4-methoxyphenyl)methyl]phenyl]oxazole

BrC₆H₃(C(CH₃)2)OC₆H₃C₆H₄CNC₂H₄O

Refernces

• 1、 Pandit, Chennagiri R.,Polniaszek, Richard P.,Thottathil, John K.. "Preparation of 2-substituted oxazoles". . p. 2427 - 2432. Retrieved 2007/10/03.