2H-3,1-Benzoxazin-2-one, 6-bromo-1,4-dihydro-5-methyl-8-nitro-

Base Information

• Chemical Name: 2H-3,1-Benzoxazin-2-one, 6-bromo-1,4-dihydro-5-methyl-8-nitro-
• CAS No.: 186267-77-6
• Molecular Formula: C₉H₇BrN₂O₄
• Molecular Weight: 287.07
• DSSTox Substance ID: DTXSID701185674
• Nikkaji Number: J932.547F
• Mol file: 186267-77-6.mol

Synonyms:186267-77-6;2H-3,1-Benzoxazin-2-one, 6-bromo-1,4-dihydro-5-methyl-8-nitro-;SCHEMBL7568459;XVWWQWVOYAVZDW-UHFFFAOYSA-N;DTXSID701185674;5-Methyl-6-bromo-8-nitro-1,4-dihydro-2H-3,1-benzoxazin-2-one;6-Bromo-1,4-dihydro-5-methyl-8-nitro-2H-3,1-benzoxazin-2-one;6-Bromo-5-methyl-8-nitro-1,4-dihydro-benzo[d][1,3]-oxazin-2-one;6-Bromo-5-methyl-8-nitro-1,4-dihydro-benzo[d][1,3]-oxazin-2one;6-Bromo-5-methyl-8-nitro-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Chemical Property of 2H-3,1-Benzoxazin-2-one, 6-bromo-1,4-dihydro-5-methyl-8-nitro-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 285.95892
• Heavy Atom Count: 16
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=C(C2=C1COC(=O)N2)[N+](=O)[O-])Br

Technology Process of 2H-3,1-Benzoxazin-2-one, 6-bromo-1,4-dihydro-5-methyl-8-nitro-

There total 1 articles about 2H-3,1-Benzoxazin-2-one, 6-bromo-1,4-dihydro-5-methyl-8-nitro- 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:

2-amino-6-methylbenzyl alcohol (65658-16-4) → 6-Bromo-5-methyl-8-nitro-1,4-dihydro-benzo[d][1,3]oxazin-2-one (186267-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / Et₃N / tetrahydrofuran; toluene / 16 h / Ambient temperature

2: 94 percent / Br₂ / acetic acid; trifluoroacetic acid / 5 h

3: 99 percent / conc. H₂SO₄, KNO₃ / 18 h / Ambient temperature

With sulfuric acid; bromine; potassium nitrate; triethylamine; In tetrahydrofuran; acetic acid; toluene; trifluoroacetic acid;

DOI:10.1021/jo9707491

Reference yield: 78.0%

N-(methyl)aminoacetaldehyde dimethyl acetal (122-07-6) + 6-Bromo-5-methyl-8-nitro-1,4-dihydro-benzo[d][1,3]oxazin-2-one (186267-77-6) → 4-Bromo-2-{[(2,2-dimethoxy-ethyl)-methyl-amino]-methyl}-3-methyl-6-nitro-phenylamine

Guidance literature:

for 8h; Heating;

DOI:10.1021/jo9707491

Reference yield: 76.0%

pyrrolidine (123-75-1) + 6-Bromo-5-methyl-8-nitro-1,4-dihydro-benzo[d][1,3]oxazin-2-one (186267-77-6) → 4-Bromo-3-methyl-6-nitro-2-pyrrolidin-1-ylmethyl-phenylamine

Guidance literature:

for 8h; Heating;

DOI:10.1021/jo9707491

upstream raw materials:

2-amino-6-methylbenzyl alcohol

Downstream raw materials:

piperidine-1-carboxylic acid 2-amino-5-bromo-6-methyl-3-nitrobenzyl ester

2-[(Benzyl-methyl-amino)-methyl]-4-bromo-3-methyl-6-nitro-phenylamine