2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine

Base Information

• Chemical Name: 2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine
• CAS No.: 927384-43-8
• Molecular Formula: C16H12BBrN2
• Molecular Weight: 323
• DSSTox Substance ID: DTXSID40693713
• Nikkaji Number: J2.428.924I
• Wikidata: Q82622738
• Mol file: 927384-43-8.mol

Synonyms:927384-43-8;2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine;2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine;3-(3-Bromophenyl)-2,4-diaza-3-boratricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene;SCHEMBL15794020;DTXSID40693713;RDGOAMRKYXEHHS-UHFFFAOYSA-N;MFCD16038145;AKOS015834578;AS-43272;B3654;CS-0189673;A909950;2-(3-Bromophenyl)-2,3-dihydro-1H-1,3-diaza-2-boraphenalene;2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborine;3-Bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)benzene;3-(3-bromophenyl)-2,4-diaza-3-boratricyclo[7.3.1.0^{5,13]trideca-1(12),5,7,9(13),10-pentaene

Chemical Property of 2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine

Chemical Property:

• PSA: 24.06000
• LogP: 4.11110
• Storage Temp.: 0-10°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 322.02769
• Heavy Atom Count: 20
• Complexity: 333

Purity/Quality:

98% ^*data from raw suppliers

2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(NC2=CC=CC3=C2C(=CC=C3)N1)C4=CC(=CC=C4)Br

Technology Process of 2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine

There total 2 articles about 2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine 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: 97.0%

(3-bromophenyl)boronic acid (89598-96-9) + naphthalene-1,8-diamine (479-27-6) → 3-bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)benzene (927384-43-8)

Guidance literature:

In toluene; Heating;

DOI:10.1021/ja067975p

Reference yield:

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1214264-88-6) + m-Bromoaniline (591-19-5) → 3-bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)benzene (927384-43-8)

Guidance literature:

With tert.-butylnitrite; sodium acetate; tetra-(n-butyl)ammonium iodide; dibenzoyl peroxide; In acetonitrile; at 80 ℃; Schlenk technique; Inert atmosphere;

DOI:10.3390/molecules24030377

Reference yield: 99.0%

3-bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)benzene (927384-43-8) + 4-methylphenylboronic acid (5720-05-8) → 3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4'-methyl-1,1'-biphenyl

Guidance literature:

With cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 5h;

DOI:10.1021/ja067975p

upstream raw materials:

(3-bromophenyl)boronic acid

naphthalene-1,8-diamine

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

m-Bromoaniline

Downstream raw materials:

1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

(3-(7-ethyl-7H-imidazo[4,5-c]pyridazin-4-yl)benzene)boronic acid

7-ethyl-4-[4'-(methylsulfonyl)biphenyl-3-yl]-7H-imidazo[4,5-c]pyridazine

3-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4'-methoxy-1,1'-biphenyl

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