7-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine

Base Information

• Chemical Name: 7-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine
• CAS No.: 105679-22-9
• Molecular Formula: C8H8BrNO
• Molecular Weight: 214.062
• Hs Code.: 2934999090
• Mol file: 105679-22-9.mol

Synonyms:7-Bromo-3,4-dihydro-2H-1,4-benzoxazine;7-Bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine;7-Bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine-3-carboxylic acid;7-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine;

Chemical Property of 7-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine

Chemical Property:

• Boiling Point: 300.4 °C at 760 mmHg
• PKA: 3.65±0.20(Predicted)
• Flash Point: 135.5 °C
• PSA: 21.26000
• Density: 1.534 g/cm³
• LogP: 2.39140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%min ^*data from raw suppliers

7-Bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine

There total 6 articles about 7-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine 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: 96.0%

7-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one (321436-06-0) → 7-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine (105679-22-9)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/ml5000417

Reference yield: 95.0%

→ 7-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine (105679-22-9)

Guidance literature:

Reference yield:

2-amino-5-bromophenol (38191-34-3) + ethylene dibromide (106-93-4) → 7-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine (105679-22-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 125 ℃; for 16h;

upstream raw materials:

4-acetyl-7-bromo-3,4-dihydro-2H-benzo[1,4]oxazine

7-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one

5-bromo-2-nitrophenol

2-amino-5-bromophenol

Downstream raw materials:

N-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

7-(3-amino-1H-indazol-4-yl)-N-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxamide

tert-butyl 7-bromo-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate

7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

Refernces

• 1、 Lv, Yongcong,Li, Mengyuan,Liu, Ting,Tong, Linjiang,Peng, Ting,Wei, Lixin,Ding, Jian,Xie, Hua,Duan, Wenhu. "Discovery of a new series of naphthamides as potent VEGFR-2 kinase inhibitors". supporting information. p. 592 - 597. Retrieved 2014/06/09.
• 2、 Perry, Benjamin,Alexander, Rikki,Bennett, Gavin,Buckley, George,Ceska, Tom,Crabbe, Tom,Dale, Verity,Gowers, Lewis,Horsley, Helen,James, Lynwen,Jenkins, Kerry,Crepy, Karen,Kulisa, Claire,Lightfoot, Helen,Lock, Chris,Mack, Stephen,Morgan, Trevor,Nicolas, Anne-Lise,Pitt, Will,Sabin, Verity,Wright, Sara. "Achieving multi-isoform PI3K inhibition in a series of substituted 3,4-dihydro-2H-benzo[1,4]oxazines". scheme or table. p. 4700 - 4704. Retrieved 2009/04/08.