6-Bromo-2-methylbenzo[d]oxazole

Base Information

• Chemical Name: 6-Bromo-2-methylbenzo[d]oxazole
• CAS No.: 151230-42-1
• Molecular Formula: C8H6 Br N O
• Molecular Weight: 212.046
• Hs Code.: 2934999090
• European Community (EC) Number: 802-981-8
• DSSTox Substance ID: DTXSID50434518
• Wikidata: Q82248962
• Mol file: 151230-42-1.mol

Synonyms:6-Bromo-2-methylbenzo[d]oxazole;151230-42-1;6-BROMO-2-METHYL-1,3-BENZOXAZOLE;6-BROMO-2-METHYLBENZOXAZOLE;6-BROMO-2-METHYLBENZODOXAZOLE;Benzoxazole, 6-bromo-2-methyl-;6-Bromo-2-methylbenzo(d)oxazole;6-bromo-methyl-benzooxazole;6-bromo-2-methyl-benzoxazole;SCHEMBL353596;DTXSID50434518;ZCGXHOLCXPKKBO-UHFFFAOYSA-N;6-Bromo-2-methylbenzoxazole, 97%;MFCD06659628;AKOS016001783;AB25987;FS-3631;CS-0006594;FT-0710160;EN300-97687;A849475;6-Bromo-6-Bromo-2-methylbenzo[d]oxazole2-methyl-benzooxazole

Chemical Property of 6-Bromo-2-methylbenzo[d]oxazole

Chemical Property:

• Melting Point: 44-49°C
• Boiling Point: 264.8±13.0 °C(Predicted)
• PKA: -0.09±0.30(Predicted)
• Flash Point: >110℃
• PSA: 26.03000
• Density: 1.606±0.06 g/cm3(Predicted)
• LogP: 2.89870
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 210.96328
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

6-Bromo-2-methyl-1,3-benzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(O1)C=C(C=C2)Br

Technology Process of 6-Bromo-2-methylbenzo[d]oxazole

There total 5 articles about 6-Bromo-2-methylbenzo[d]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: 88.5%

2-amino-5-bromophenol (38191-34-3) + Triethyl orthoacetate (78-39-7) → 6-bromo-2- methylbenzo[d]oxazole (151230-42-1)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; at 20 ℃; for 0.166667h;

DOI:10.1021/acs.jmedchem.5b00440

Reference yield: 85.0%

Trimethyl orthoacetate (1445-45-0) + 2-amino-5-bromophenol (38191-34-3) → 6-bromo-2- methylbenzo[d]oxazole (151230-42-1)

Guidance literature:

With acetic acid; for 0.5h; Reflux;

Reference yield: 78.0%

1-(4-bromo-2-hydroxyphenyl)ethanone oxime (1095544-88-9) → 6-bromo-2- methylbenzo[d]oxazole (151230-42-1)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; magnesium sulfate; zinc(II) chloride; In toluene; at 110 ℃; for 8h;

DOI:10.1016/j.tetlet.2018.09.043

upstream raw materials:

N-(4-bromo-2-hydroxyphenyl)acetamide

Trimethyl orthoacetate

2-amino-5-bromophenol

Triethyl orthoacetate

Downstream raw materials:

2-Methyl-6-phenylbenzoxazole

C₁₇H₁₅NO₃

4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-N-(2-hydroxyethyl)-3-methoxybenzamide

4-(4-isopropoxy-5-(2-methylbenzo[d]oxazol-6-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-3-methoxy-N-methylbenzamide

Refernces

• 1、 -. "RADIOACTIVE IODINE LABELED STYRYL SUBSTITUTED AROMATIC HETEROCYCLIC COMPOUND". Paragraph 0063. . Retrieved 2016/11/21.
• 2、 Matsumura, Kenji,Ono, Masahiro,Kitada, Ayane,Watanabe, Hiroyuki,Yoshimura, Masashi,Iikuni, Shimpei,Kimura, Hiroyuki,Okamoto, Yoko,Ihara, Masafumi,Saji, Hideo. "Structure-Activity Relationship Study of Heterocyclic Phenylethenyl and Pyridinylethenyl Derivatives as Tau-Imaging Agents That Selectively Detect Neurofibrillary Tangles in Alzheimers Disease Brains". . p. 7241 - 7257. Retrieved 2015/10/05.