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

Base Information

• Chemical Name: 6-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine
• CAS No.: 105655-01-4
• Molecular Formula: C8H8BrNO
• Molecular Weight: 214.062
• Hs Code.: 2934999090
• European Community (EC) Number: 819-990-8
• DSSTox Substance ID: DTXSID00444026
• Wikidata: Q72454551
• Mol file: 105655-01-4.mol

Synonyms:105655-01-4;6-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine;6-Bromo-3,4-dihydro-2H-1,4-benzoxazine;6-BROMO-3,4-DIHYDRO-2H-BENZO[1,4]OXAZINE;2H-1,4-BENZOXAZINE, 6-BROMO-3,4-DIHYDRO-;MFCD08544341;SCHEMBL304283;DTXSID00444026;RWKBNMSHIJBNAO-UHFFFAOYSA-N;BCP10058;AKOS015936450;AB45777;CS-W008084;DS-11119;SY056883;FT-0645719;EN300-155324;4-(ISOBUTYLAMINOCARBONYL)PHENYLBORONICACID;J-518356;6-Bromo-3,4-dihydro-2H-benzo[1,4]oxazine;6-BROMO-3,4-DIHYDRO-2H-BENZO[B][1,4]OXAZINE

Chemical Property of 6-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.58
• Boiling Point: 296.364 °C at 760 mmHg
• PKA: 3.59±0.20(Predicted)
• Flash Point: 133.036 °C
• PSA: 21.26000
• Density: 1.534 g/cm³
• LogP: 2.39140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.97893
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

98%min ^*data from raw suppliers

6-Bromo-3,4-dihydro-2H-1,4-benzoxazine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(N1)C=C(C=C2)Br
• Uses: 6-Bromo-3,4-dihydro-2H-1,4-benzoxazine is a reactant used for the synthesis of N-dichloroacetyl-3,4-dihydro-2H-1,4-benzoxazine derivatives.

Technology Process of 6-bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine

There total 10 articles about 6-bromo-3,4-dihydro-2H-benzo[b][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: 100.0%

6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one (24036-52-0) → 6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine (105655-01-4)

Guidance literature:

6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one; With borane-THF; In tetrahydrofuran; at 20 ℃; for 1.16667h; Heating / reflux;

With sodium hydroxide; water; In tetrahydrofuran;

Reference yield: 94.0%

5-bromo-2-(2-bromoethoxy)benzenamine (1235451-65-6) → 6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine (105655-01-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

Reference yield: 51.0%

2-amino-4-bromo-phenol (40925-68-6) + ethylene dibromide (106-93-4) → 6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine (105655-01-4)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1515/hc-2012-0056

upstream raw materials:

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

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

4-bromo-phenol

4-bromo-2-nitrophenol

Downstream raw materials:

tert-butyl 6-bromo-2,3-dihydrobenzo[b][1,4]oxazine-4-carboxylate

6-bromo-4-(phenylmethyl)-3,4-dihydro-2H-1,4-benzoxazine

2-(6-bromo-2,3-dihydrobenzo[b][1,4]oxazin-4-yl)-6,7-dihydro-6,6-dimethylthiazolo[5,4-c]pyridin-4(5H)-one

2-chloro-6-fluoro-N-(4-((4-fluorophenyl)sulfonyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)benzamide

Refernces

• 1、 Fu, Ying,Qu, Li-Hua,Zhang, Shan-Shan,Ye, Fei,Zhao, Li-Xia,Gao, Shuang,Xing, Zhi-Yong. "Simple and efficient synthesis of novel N -dichloroacetyl-3,4-dihydro-2 H -1,4-benzoxazines". . p. 143 - 146. Retrieved 2012.
• 2、 Suebsuwong, Chalada,Dai, Bing,Pinkas, Daniel M.,Duddupudi, Anantha Lakshmi,Li, Li,Bufton, Joshua C.,Schlicher, Lisa,Gyrd-Hansen, Mads,Hu, Ming,Bullock, Alex N.,Degterev, Alexei,Cuny, Gregory D.. "Receptor-interacting protein kinase 2 (RIPK2) and nucleotide-binding oligomerization domain (NOD) cell signaling inhibitors based on a 3,5-diphenyl-2-aminopyridine scaffold". supporting information. . Retrieved 2020/06/08.