9-Chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-(1,3)oxazino(3,4-a)(1,4)benzodiazepine

Base Information

• Chemical Name: 9-Chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-(1,3)oxazino(3,4-a)(1,4)benzodiazepine
• CAS No.: 112634-57-8
• Molecular Formula: C18H16 Cl F N2 O
• Molecular Weight: 330.7838
• DSSTox Substance ID: DTXSID40920854
• Mol file: 112634-57-8.mol

Synonyms:BRN 5119904;1H-(1,3)Oxazino(3,4-a)(1,4)benzodiazepine, 3,4,4a,5-tetrahydro-9-chloro-7-(2-fluorophenyl)-;9-Chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-(1,3)oxazino(3,4-a)(1,4)benzodiazepine;112634-57-8;9-chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-[1,3]oxazino[3,4-a][1,4]benzodiazepine;C18H16ClFN2O;DTXSID40920854;C18-H16-Cl-F-N2-O;LS-99998

Chemical Property of 9-Chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-(1,3)oxazino(3,4-a)(1,4)benzodiazepine

Chemical Property:

• Vapor Pressure: 5.14E-09mmHg at 25°C
• Boiling Point: 470.3°Cat760mmHg
• Flash Point: 238.2°C
• Density: 1.36g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 330.0935190
• Heavy Atom Count: 23
• Complexity: 460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCN2C1CN=C(C3=C2C=CC(=C3)Cl)C4=CC=CC=C4F

Technology Process of 9-Chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-(1,3)oxazino(3,4-a)(1,4)benzodiazepine

There total 3 articles about 9-Chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-(1,3)oxazino(3,4-a)(1,4)benzodiazepine 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: 82.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 7-chloro-2,3-dihydro-5-(2-fluorophenyl)-2-(2-hydroxyethyl)-1H-1,4-benzodiazepine (112634-55-6) → 9-chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-<1,3>oxazino<3,4-a><1,4>benzodiazepine (112634-57-8)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 6h; Heating;

DOI:10.1002/jhet.5570240327

Reference yield:

7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine-2-acetic acid methyl ester (112634-51-2) → 9-chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-<1,3>oxazino<3,4-a><1,4>benzodiazepine (112634-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / LiAlH₄ / tetrahydrofuran / 0.25 h

2: 82 percent / p-toluenesulfonic acid / ethanol / 6 h / Heating

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol;

DOI:10.1002/jhet.5570240327

Reference yield:

7-chloro-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-ylidene acetic acid methyl ester (59468-40-5) → 9-chloro-7-(2-fluorophenyl)-3,4,4a,5-tetrahydro-1H-<1,3>oxazino<3,4-a><1,4>benzodiazepine (112634-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / triethylsilane / trifluoroacetic acid / 0.5 h

2: 84 percent / LiAlH₄ / tetrahydrofuran / 0.25 h

3: 82 percent / p-toluenesulfonic acid / ethanol / 6 h / Heating

With triethylsilane; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; trifluoroacetic acid;

DOI:10.1002/jhet.5570240327

upstream raw materials:

formaldehyd

7-chloro-2,3-dihydro-5-(2-fluorophenyl)-2-(2-hydroxyethyl)-1H-1,4-benzodiazepine

7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine-2-acetic acid methyl ester

7-chloro-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-ylidene acetic acid methyl ester