2-Aminobenzoxazole

Base Information

• Chemical Name: 2-Aminobenzoxazole
• CAS No.: 4570-41-6
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Hs Code.: 29349990
• European Community (EC) Number: 224-952-3
• NSC Number: 26184
• DSSTox Substance ID: DTXSID90196603
• Nikkaji Number: J41.895A
• Wikidata: Q72440137
• Mol file: 4570-41-6.mol

Synonyms:2-Aminobenzoxazole;4570-41-6;1,3-Benzoxazol-2-amine;Benzooxazol-2-ylamine;BENZO[D]OXAZOL-2-AMINE;2-Benzoxazolamine;Benzoxazol-2-amine;BENZOXAZOLE, 2-AMINO-;EINECS 224-952-3;MFCD00182850;NSC 26184;AI3-63115;Benzoxazol-2-ylamine;benzoxazole, 2-amino;aminobenzoxazole;2-aminobenzoxazol;NSC26184;2-amino benzoxazole;2-amino-benzoxazole;2-iminobenzoxazoline;benzooxazole-2-ylamine;2-Aminobenzoxazole, 97%;Oprea1_111354;Oprea1_837906;SCHEMBL95021;1,3-Benzoxazol-2-amine #;WLN: T56 BN DOJ CZ;2-Aminobenzoxazole, >=97.0%;DTXSID90196603;HMS1749G10;BCP08019;NSC-26184;STK503591;AKOS000321200;CS-W007637;PS-5093;LS-42121;SY010713;BB 0221056;FT-0635364;EN300-13059;A826879;W-202807;Z57069972;F1905-6581

Chemical Property of 2-Aminobenzoxazole

Chemical Property:

• Vapor Pressure: 0.00437mmHg at 25°C
• Melting Point: 128-133℃
• Refractive Index: 1.685
• Boiling Point: 278.018 °C at 760 mmHg
• PKA: 2.75±0.10(Predicted)
• Flash Point: 121.941 °C
• PSA: 52.05000
• Density: 1.317 g/cm³
• LogP: 1.99120
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Aminobenzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38-52
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)N
• Uses: 2-Aminobenzoxazole and its isothiocyanate derivatives are used as antihelminthic agents, and its fluorescence properties make it of use in the dye industry. It is also used as a reagent to synthesize N-benzothiazolyl-2-arylacetamide derivatives, Protein Kinase 1 inhibitors that can be used to treat amyotrophic lateral sclerosis.

Technology Process of 2-Aminobenzoxazole

There total 38 articles about 2-Aminobenzoxazole 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: 95.0%

bromocyane (506-68-3) + 2-amino-phenol (95-55-6) → 1,3-benzoxazol-2-amine (4570-41-6)

Guidance literature:

In methanol; water; at 5 - 20 ℃; for 1.08333h;

DOI:10.1007/s00044-020-02671-9

Reference yield: 94.0%

2-amino-phenol (95-55-6) + di(1H-imidazol-1-yl)methanimine (104619-51-4) → 1,3-benzoxazol-2-amine (4570-41-6)

Guidance literature:

In tetrahydrofuran; for 6h; Heating;

DOI:10.1002/jhet.5570400129

Reference yield: 90.0%

N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) + 2-amino-phenol (95-55-6) → 1,3-benzoxazol-2-amine (4570-41-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at 5 - 20 ℃; for 1h; Reagent/catalyst; Green chemistry;

DOI:10.1055/s-0034-1380166

upstream raw materials:

benzoxazole

2-hydroxyphenylthiourea

salicylonitrile

bromocyane

Downstream raw materials:

N-benzooxazol-2-yl-4-chloro-benzenesulfonamide

3-methyl-3H-benzooxazol-2-ylideneamine

6-bromo-1,3-benzoxazol-2-amine

N-benzooxazol-2-yl-maleamic acid

Refernces

• 1、 Loreau, Olivier,Camus, Nathalie,Taran, Frédéric,Audisio, Davide. "A Straightforward Access to [14C]- and [13C]-Labeled 2-Aminobenzoxazoles and Benzothiazoles via a KCN Polarity Inversion Strategy". . p. 1798 - 1802. Retrieved 2016.
• 2、 Li, Dongsheng,Liu, Chao,Jiang, Xinhai,Lin, Yuan,Zhang, Jing,Li, Yan,You, Xuefu,Jiang, Wei,Chen, Minghua,Xu, Yanni,Si, Shuyi. "Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB". . . Retrieved 2020/10/21.
• 3、 Chen, Xiran,Fu, Lianrong,Hao, Xin-Qi,Shi, Linlin,Song, Mao-Ping,Zhu, Xinju,Zhu, Yu-Shen. "Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles". . . Retrieved 2021/09/09.