2-(3-Bromophenyl)-5-chloro-1,3-benzoxazole

Base Information

• Chemical Name: 2-(3-Bromophenyl)-5-chloro-1,3-benzoxazole
• CAS No.: 61712-41-2
• Molecular Formula: C13H7BrClNO
• Molecular Weight: 308.562
• DSSTox Substance ID: DTXSID80359644
• Wikidata: Q82140945
• Mol file: 61712-41-2.mol

Synonyms:2-(3-bromophenyl)-5-chloro-1,3-benzoxazole;61712-41-2;DTXSID80359644;STK259817;AKOS003342169

Chemical Property of 2-(3-Bromophenyl)-5-chloro-1,3-benzoxazole

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 306.93995
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C2=NC3=C(O2)C=CC(=C3)Cl

Technology Process of 2-(3-Bromophenyl)-5-chloro-1,3-benzoxazole

There total 4 articles about 2-(3-Bromophenyl)-5-chloro-1,3-benzoxazole 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: 63.0%

m-bromobenzoic aldehyde (3132-99-8) + 2-hydroxy-5-chloro-aniline (95-85-2) → 2-(3-bromophenyl)-5-chlorobenzo[d]oxazole (61712-41-2)

Guidance literature:

With potassium carbonate; 1-methyl-3-(n-butyl)imidazolium iodide; In o-xylene; para-xylene; m-xylene; at 120 ℃; for 10h; Green chemistry;

DOI:10.1055/s-0036-1591524

Reference yield:

3-bromobenzoyl chloride (1711-09-7) → 2-(3-bromophenyl)-5-chlorobenzo[d]oxazole (61712-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; diethyl ether / 20 °C

2: iron(III) chloride hexahydrate / toluene / 20 h / 140 °C / Sealed tube

With iron(III) chloride hexahydrate; sodium hydrogencarbonate; In diethyl ether; water; toluene;

DOI:10.1002/adsc.202101359

Reference yield:

2-amino-phenol (95-55-6) → 2-(3-bromophenyl)-5-chlorobenzo[d]oxazole (61712-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; diethyl ether / 20 °C

2: iron(III) chloride hexahydrate / toluene / 20 h / 140 °C / Sealed tube

With iron(III) chloride hexahydrate; sodium hydrogencarbonate; In diethyl ether; water; toluene;

DOI:10.1002/adsc.202101359

upstream raw materials:

m-bromobenzoic aldehyde

2-hydroxy-5-chloro-aniline

3-bromobenzoyl chloride

2-amino-phenol

Refernces

• 1、 Zhou, Quan,Liu, Shu,Ma, Ming,Cui, He-Zhen,Hong, Xi,Huang, Shuang,Zhang, Jing-Fan,Hou, Xiu-Feng. "N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles". supporting information. p. 1315 - 1322. Retrieved 2018/03/10.