5-Amino-2-benzooxazol-2-yl-phenol

Base Information

• Chemical Name: 5-Amino-2-benzooxazol-2-yl-phenol
• CAS No.: 88877-61-6
• Molecular Formula: C13H10N2O2
• Molecular Weight: 226.235
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70425201
• Nikkaji Number: J394.041A
• Wikidata: Q82237972
• Mol file: 88877-61-6.mol

Synonyms:5-Amino-2-benzooxazol-2-yl-phenol;88877-61-6;5-amino-2-(1,3-benzoxazol-2-yl)phenol;5-amino-2-(benzo[d]oxazol-2-yl)phenol;Phenol, 5-amino-2-(2-benzoxazolyl)-;Oprea1_060573;Oprea1_157407;CBDivE_010962;SCHEMBL2249309;DTXSID70425201;BBL008205;STK345874;STL054490;AKOS000108868;AKOS005707929;CCG-106217;SB79672;VS-01858;BB 0245404;CS-0314471;AB00076706-01;5-amino-2-(1,3-benzoxazol-3-ium-2-yl)phenolate;SR-01000430147;SR-01000430147-1;5-Amino-2-(1,3-benzoxazol-2-yl)phenol, AldrichCPR

Chemical Property of 5-Amino-2-benzooxazol-2-yl-phenol

Chemical Property:

• PSA: 72.28000
• LogP: 3.36380
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 226.074227566
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-2-(benzo[d]oxazol-2-yl)phenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)C3=C(C=C(C=C3)N)O

Technology Process of 5-Amino-2-benzooxazol-2-yl-phenol

There total 2 articles about 5-Amino-2-benzooxazol-2-yl-phenol 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: 80.0%

4-Aminosalicylic acid (65-49-6) + 2-amino-phenol (95-55-6) → 2-(4′-amino-2′-hydroxyphenyl)benzoxazole (88877-61-6)

Guidance literature:

With polyphosphoric acid; at 220 ℃; for 4h;

DOI:10.1039/c4ob00405a

Reference yield:

→ 2-(4′-amino-2′-hydroxyphenyl)benzoxazole (88877-61-6)

Guidance literature:

Reference yield: 90.0%

2-(4′-amino-2′-hydroxyphenyl)benzoxazole (88877-61-6) → 2-(4′-azido-2′-hydroxyphenyl)benzoxazole

Guidance literature:

2-(4′-amino-2′-hydroxyphenyl)benzoxazole; With hydrogenchloride; sodium nitrite; In water; for 0.5h; Cooling with ice;

With sodium azide; In water; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.8b02489

upstream raw materials:

4-Aminosalicylic acid

2-amino-phenol

Downstream raw materials:

Dodecanoic acid (4-benzooxazol-2-yl-3-hydroxy-phenyl)-amide

2-(2-acetyloxy-4-methylamidophenyl)benzoxazole

N-(4-Benzooxazol-2-yl-3-hydroxy-phenyl)-butyramide

Hexadecanoic acid (4-benzooxazol-2-yl-3-hydroxy-phenyl)-amide

Refernces

• 1、 Son, Young-A.,Kim, Young-Sung,Kim, Byung-Soon,Kim, Sung-Hoon. "Synthesis and characterization of Benz-X-azole based dye chemosensor". . p. 99 - 107. Retrieved 2010.
• 2、 Jiang, Nan,Yang, Chanli,Dong, Xiongwei,Sun, Xianglang,Zhang, Dan,Liu, Changlin. "An ESIPT fluorescent probe sensitive to protein α-helix structures". supporting information. p. 5250 - 5259. Retrieved 2014/07/08.
• 3、 Santos, Rosane Catarina Dos,Faleiro, Nalva Vivian Da Silva,Campo, Leandra Franciscato,Scroferneker, Maria Lúcia,Corbellini, Valeriano Antonio,Rodembusch, Fabiano Severo,Stefani, Valter. "Synthesis and photophysical properties of novel succinimidyl benzazole derivatives, evaluated by Candida albicans ATCC 10231 fluorescent staining". scheme or table. p. 3048 - 3053. Retrieved 2011/06/26.