6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

Base Information

• Chemical Name: 6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one
• CAS No.: 121564-97-4
• Molecular Formula: C9H8BrNO2
• Molecular Weight: 242.06900
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80558473
• Wikidata: Q82440795
• Mol file: 121564-97-4.mol

Synonyms:121564-97-4;6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one;6-BROMO-8-METHYL-2H-1,4-BENZOXAZIN-3(4H)-ONE;6-BROMO-8-METHYL-4H-BENZO[1,4]OXAZIN-3-ONE;6-bromo-8-methyl-4H-1,4-benzoxazin-3-one;2H-1,4-BENZOXAZIN-3(4H)-ONE, 6-BROMO-8-METHYL-;6-BROMO-8-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZIN-3-ONE;SCHEMBL4288420;DTXSID80558473;PLKXHZTWQITWFD-UHFFFAOYSA-N;AMY15308;WEA56497;FD7253;MFCD09835005;AKOS017553637;AB53059;DS-7302;CS-0442483;EN300-747251;A1-21009

Chemical Property of 6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

Chemical Property:

• PSA: 41.82000
• LogP: 2.17350
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 240.97384
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC2=C1OCC(=O)N2)Br

Technology Process of 6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one

There total 3 articles about 6-Bromo-8-methyl-2H-benzo[b][1,4]oxazin-3(4H)-one 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: 70.0%

methyl (4-bromo-2-methyl-6-nitrophenoxy)acetate (943994-74-9) → 6-bromo-8-methyl-2H-1,4-benzoxazin-3(4H)-one (121564-97-4)

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; at 45 ℃; for 1.5h; Reflux;

DOI:10.1016/j.bmc.2014.07.038

Reference yield:

4-bromo-2-methyl-6-nitrophenol (20294-50-2) → 6-bromo-8-methyl-2H-1,4-benzoxazin-3(4H)-one (121564-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 65 °C

2: acetic acid; zinc / 12 h / 100 °C

With potassium carbonate; acetic acid; zinc; In N,N-dimethyl-formamide;

DOI:10.1021/jm2011645

Reference yield:

Chloroacetamide (79-07-2) → 6-bromo-8-methyl-2H-1,4-benzoxazin-3(4H)-one (121564-97-4)

Guidance literature:

With potassium carbonate; In ethanol;

upstream raw materials:

Chloroacetamide

methyl (4-bromo-2-methyl-6-nitrophenoxy)acetate

4-bromo-2-methyl-6-nitrophenol

Downstream raw materials:

(6-Bromo-8-methyl-3-oxo-2,3-dihydro-benzo[1,4]oxazin-4-yl)-acetic acid ethyl ester

8-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,4-benzoxazin-3(4H)-one

8-methyl-4H-benz[1,4]oxazin-3-one

6-[5-(4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-4-yl]-8-methyl-2H-1,4-benzoxazin-3(4H)-one