3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile

Base Information

• Chemical Name: 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile
• CAS No.: 86267-86-9
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00383724
• Mol file: 86267-86-9.mol

Synonyms:86267-86-9;3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile;3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carbonitrile;SCHEMBL1981682;DTXSID00383724;YSTANLOUKDVPGJ-UHFFFAOYSA-N;MFCD06200862;AKOS006344481;PS-3554;CS-0006470;FT-0709031;J-511176

Chemical Property of 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 63 °C
• Refractive Index: 1.598
• Boiling Point: 363.257 °C at 760 mmHg
• Flash Point: 173.492 °C
• PSA: 45.05000
• Density: 1.245 g/cm³
• LogP: 1.52108
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

3,4-Dihydro-2H-1,4-benzoxazine-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2N1)C#N

Technology Process of 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile

There total 5 articles about 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile 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: 59.0%

2-amino-phenol (95-55-6) + 2-Chloroacrylonitrile (920-37-6) → 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile (86267-86-9)

Guidance literature:

With potassium carbonate; In acetone; for 9h; Heating;

Reference yield:

3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide (13582-93-9) → 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile (86267-86-9)

Guidance literature:

With trichlorophosphate; In pyridine; 1) 0 - 5 deg C, 1 h, 2) RT, 3 h;

DOI:10.1002/jhet.5570220143

Reference yield:

4-tosyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide (96988-61-3) → 3,4-dihydro-2H-1,4-benzoxazine-2-carbonitrile (86267-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / aq. H₂SO₄ / 0.25 h / 100 °C

2: POCl₃ / pyridine / 1) 0 - 5 deg C, 1 h, 2) RT, 3 h

With trichlorophosphate; In pyridine; sulfuric acid;

DOI:10.1002/jhet.5570220143

upstream raw materials:

2-amino-phenol

2-Chloroacrylonitrile

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

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

Downstream raw materials:

(3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methanamine

4-Benzyl-3,4-dihydro-2H-benzo[1,4]oxazine-2-carbonitrile

3,4-dihydro-4-tosyl-2H-1,4-benzoxazin-2-carbonitril