7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine

Base Information

• Chemical Name: 7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine
• CAS No.: 154264-95-6
• Molecular Formula: C9H10BrNO
• Molecular Weight: 228.09
• Hs Code.: 2934999090
• European Community (EC) Number: 639-413-1
• DSSTox Substance ID: DTXSID00380051
• Wikidata: Q72447039
• Mol file: 154264-95-6.mol

Synonyms:154264-95-6;7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine;7-bromo-4-methyl-2,3-dihydro-1,4-benzoxazine;7-Bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine;7-Bromo-3,4-dihydro-4-methyl-2H-1,4-benzoxazine;2H-1,4-Benzoxazine,7-bromo-3,4-dihydro-4-methyl-;SCHEMBL902429;DTXSID00380051;MQMFOFZKZBLSAB-UHFFFAOYSA-N;MFCD02681913;AKOS015912183;AM84499;PS-4279;CS-0097830;FT-0621367;W-205763;7-Bromo-4-methyl-3,4-dihydro-2H-benzo[1,4]oxazine

Chemical Property of 7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 47 °C
• Refractive Index: 1.579
• Boiling Point: 309.187 °C at 760 mmHg
• PKA: 5.04±0.20(Predicted)
• Flash Point: 140.792 °C
• PSA: 12.47000
• Density: 1.476 g/cm³
• LogP: 2.34270
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.99458
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

7-Bromo-4-methyl-3,4-dihydro-2h-1,4-benzoxazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCOC2=C1C=CC(=C2)Br
• Uses: 7-Bromo-4-methyl-3,4-dihydro-2h-1,4-benzoxazine is useful reactant in the preparation of a purine-?based Hsp90 Inhibitor known as (2S)?-?1-?[4-?(2-?{6-?Amino-?8-?[(6-?bromo-?1,?3-?benzodioxol-?5-?yl)?sulfanyl]?-?9H-?purin-?9-?yl}?ethyl)?piperidin-?1-?yl]?-?2-?hydroxypropan-?1-?one (MPC-?3100).

Technology Process of 7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine

There total 3 articles about 7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine 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: 89.0%

4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine (77901-22-5) → 7-bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine (154264-95-6)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide;

DOI:10.3987/COM-93-6523

Reference yield:

benzoxazole (273-53-0,29791-96-6) → 7-bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine (154264-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / NaBH₄, AcOH / tetrahydrofuran / 18 h

2: K₂CO₃ / acetone; H₂O / 72 h / Heating

3: 89 percent / NBS / dimethylformamide

With sodium tetrahydroborate; N-Bromosuccinimide; potassium carbonate; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;

DOI:10.3987/COM-93-6523

Reference yield:

o-(N-methylamino)phenol (611-24-5) → 7-bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine (154264-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone; H₂O / 72 h / Heating

2: 89 percent / NBS / dimethylformamide

With N-Bromosuccinimide; potassium carbonate; In water; N,N-dimethyl-formamide; acetone;

DOI:10.3987/COM-93-6523

upstream raw materials:

4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine

benzoxazole

o-(N-methylamino)phenol

Downstream raw materials:

4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carbaldehyde

Refernces