2-Amino-6-bromobenzoxazole

Base Information

• Chemical Name: 2-Amino-6-bromobenzoxazole
• CAS No.: 52112-66-0
• Molecular Formula: C₇H₅BrN₂O
• Molecular Weight: 213.033
• Hs Code.: 2934999090
• NSC Number: 26185
• UNII: V824KCW5W2
• DSSTox Substance ID: DTXSID40200123
• Nikkaji Number: J67.887B
• Wikidata: Q72438474
• ChEMBL ID: CHEMBL2139833
• Mol file: 52112-66-0.mol

Synonyms:2-Amino-6-bromobenzoxazole;52112-66-0;6-bromobenzo[d]oxazol-2-amine;2-Benzoxazolamine, 6-bromo-;6-bromo-1,3-benzoxazol-2-amine;6-bromo-2-Benzoxazolamine;BENZOXAZOLE, 2-AMINO-6-BROMO-;C7H5BrN2O;NSC 26185;BRN 0127765;MLS002639098;V824KCW5W2;MFCD01664214;NSC-26185;4-27-00-04822 (Beilstein Handbook Reference);6-Bromo-benzooxazol-2-ylamine;NSC26185;6-bromo-2-aminobenzoxazole;UNII-V824KCW5W2;SCHEMBL7893733;CHEMBL2139833;DTXSID40200123;APUYIVHTTCCVMF-UHFFFAOYSA-N;HMS3089J03;AKOS015915524;CS-W006120;FS-3694;MB01972;LS-42123;SMR001548549;SY017659;FT-0647642;A15614;EN300-317163;J-507979;Z1269173847

Chemical Property of 2-Amino-6-bromobenzoxazole

Chemical Property:

• Refractive Index: 1.6500 (estimate)
• Boiling Point: 340.4 °C at 760 mmHg
• PKA: 1.08±0.30(Predicted)
• Flash Point: 159.7 °C
• PSA: 52.05000
• Density: 1.804 g/cm³
• LogP: 2.75370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 211.95853
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-6-bromobenzoxazole 95+% ^*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=CC2=C(C=C1Br)OC(=N2)N

Technology Process of 2-Amino-6-bromobenzoxazole

There total 8 articles about 2-Amino-6-bromobenzoxazole 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: 94.0%

N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) + 2-amino-5-bromophenol (38191-34-3) → 6-bromo-1,3-benzoxazol-2-amine (52112-66-0)

Guidance literature:

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

DOI:10.1055/s-0034-1380166

Reference yield: 64.0%

1,3-benzoxazol-2-amine (4570-41-6) → 6-bromo-1,3-benzoxazol-2-amine (52112-66-0)

Guidance literature:

With bromine; acetic acid; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jm2004442

Reference yield:

4-bromophenylurea (1967-25-5) → 6-bromo-1,3-benzoxazol-2-amine (52112-66-0)

Guidance literature:

With poly(ethylene glycol)-bound sulphonic acid; In chloroform; at 80 - 90 ℃; for 7h;

upstream raw materials:

1,3-benzoxazol-2-amine

2-hydroxyphenylthiourea

C₇H₇BrN₂OS

4-bromophenylurea

Downstream raw materials:

6-bromobenzo[d]oxazol-2(3H)-one

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-amine

C₁₄H₁₂N₂O₂

N-(5-(2-aminobenzo[d]oxazol-6-yl)-2-chloropyridin-3-yl)-4-fluorobenzenesulfonamide

Refernces

• 1、 Kasthuri, Mahesh,Babu, H. Sharath,Kumar, K. Shiva,Sudhakar, Ch.,Kumar, P. V. Nagendra. "A facile synthesis of 2-aminobenzoxazoles and 2-aminobenzimidazoles using N -cyano- N -phenyl- P -toluenesulfonamide (NCTS) as an efficient electrophilic cyanating agent". . p. 897 - 900. Retrieved 2015/04/27.
• 2、 -. "COMBINATION PHARMACEUTICAL COMPOSITIONS AND USES THEREOF". Paragraph 0485. . Retrieved 2014/12/09.