6-Bromo-2H-1,4-benzoxazin-3(4H)-one

Base Information

• Chemical Name: 6-Bromo-2H-1,4-benzoxazin-3(4H)-one
• CAS No.: 24036-52-0
• Molecular Formula: C8H6BrNO2
• Molecular Weight: 228.045
• Hs Code.: 2934999090
• European Community (EC) Number: 627-990-2
• DSSTox Substance ID: DTXSID80584777
• Wikidata: Q72451809
• Mol file: 24036-52-0.mol

Synonyms:6-Bromo-2H-1,4-benzoxazin-3(4H)-one;24036-52-0;6-bromo-2H-benzo[b][1,4]oxazin-3(4H)-one;6-Bromo-3-oxo-4H-benzo[1,4]oxazine;6-bromo-4H-1,4-benzoxazin-3-one;6-Bromo-1,4-benzoxazin-3-one;MFCD00461173;6-BROMO-4H-BENZO[1,4]OXAZIN-3-ONE;6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one;2H-1,4-Benzoxazin-3(4H)-one, 6-bromo-;6-Bromo-2H-[1,4]benzoxazin-3(4H)-one;SCHEMBL299079;DTXSID80584777;UQCFMEFQBSYDHY-UHFFFAOYSA-N;AKOS005198604;AB06108;CS-W013002;FS-2439;AC-23214;SY007660;6-bromo-(2h)-1,4-benzoxazin-3(4h)-one;A4983;AM20030423;B4402;EN300-26604;6-Bromo-2H-1,4-benzoxazin-3(4H)-one, 97%;6-BROMO-(2H)-1,4-BENZOXAZINE-3(4H)-ONE;J-015323;J-518328;Z227266368

Chemical Property of 6-Bromo-2H-1,4-benzoxazin-3(4H)-one

Chemical Property:

• Melting Point: 220-225 °C
• Boiling Point: 376.763 °C at 760 mmHg
• PKA: 11.89±0.20(Predicted)
• Flash Point: 181.66 °C
• PSA: 38.33000
• Density: 1.677 g/cm³
• LogP: 1.91800
• Storage Temp.: Room temperature.
• Solubility.: DMSO, Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.95819
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-2H-1,4-benzoxazin-3(4H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC2=C(O1)C=CC(=C2)Br
• Uses: Building block used in the construction of pyrimidinyl substituted benzoxazinones, small molecule rennin inhibitors. 6-Bromo-2H-1,4-benzoxazin-3(4H)-one is used in the synthesis of substituted benzoxazinones; selective 5-HT6 antagonists used for treating central nervous system diseases and gastrointestinal tract disorders.

Technology Process of 6-Bromo-2H-1,4-benzoxazin-3(4H)-one

There total 1 articles about 6-Bromo-2H-1,4-benzoxazin-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:

glycolic Acid (79-14-1) + 1,4-dibromo-2-nitrobenzene (3460-18-2) → 4-bromo-2-nitrophenoxyacetic acid + 6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one (24036-52-0)

Guidance literature:

In ethanol;

Reference yield: 95.1%

6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one (24036-52-0) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 6-bromo-4-(4-fluorobenzyl)-2H-benzo[b][1,4]oxazin-3(4H)-one

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1016/j.bmc.2018.06.022

Reference yield: 91.0%

Benzyloxymethyl chloride (3587-60-8) + 6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one (24036-52-0) → 4-[(benzyloxy)methyl]-6-bromo-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:

6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one; With lithium hydride; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice; Inert atmosphere;

Benzyloxymethyl chloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

upstream raw materials:

glycolic Acid

1,4-dibromo-2-nitrobenzene

Downstream raw materials:

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

6,7-dibromo-(2H)-1,4-benzoxazin-3(4H)-one

[4-Bromo-2-(3,4-dichloro-benzoylamino)-phenoxy]-acetic acid

6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine