5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carbonitrile

Base Information

• Chemical Name: 5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carbonitrile
• CAS No.: 68595-19-7
• Molecular Formula: C₁₈H₁₆N₂O₃S
• Molecular Weight: 340.403
• Mol file: 68595-19-7.mol

Synonyms:1-[(4-methylphenyl)sulfonyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carbonitrile

Chemical Property of 5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carbonitrile

Chemical Property:

• Melting Point: 153-154 °C
• Boiling Point: 564.5±60.0 °C(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

5-Oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carbonitrile

There total 5 articles about 5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-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: 93.0%

methyl 2-{(3-cyanopropyl)[(4-methylphenyl)sulfonyl]amino}benzoate (105895-93-0) → 1-[(4-methylphenyl)sulfonyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carbonitrile (68595-19-7)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 2h;

DOI:10.3987/COM-04-10025

Reference yield:

methyl N-tosylanthranilate (50998-74-8) → 1-[(4-methylphenyl)sulfonyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carbonitrile (68595-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / potassium carbonate; potassium iodide / butan-2-one / 12 h / Heating

2: 93 percent / potassium t-butoxide / dimethylformamide / 2 h / 0 - 5 °C

With potassium tert-butylate; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; butanone;

DOI:10.3987/COM-04-10025

Reference yield:

2-carbomethoxyaniline (134-20-3) → 1-[(4-methylphenyl)sulfonyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carbonitrile (68595-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridine / 25 °C

2: 98 percent / potassium carbonate; potassium iodide / butan-2-one / 12 h / Heating

3: 93 percent / potassium t-butoxide / dimethylformamide / 2 h / 0 - 5 °C

With potassium tert-butylate; potassium carbonate; potassium iodide; In pyridine; N,N-dimethyl-formamide; butanone;

DOI:10.3987/COM-04-10025

upstream raw materials:

methyl 2-{(3-cyanopropyl)[(4-methylphenyl)sulfonyl]amino}benzoate

methyl N-tosylanthranilate

2-carbomethoxyaniline

p-toluenesulfonyl chloride

Downstream raw materials:

4-bromo-1-[(4-methylphenyl)sulfonyl]-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one

conivaptan hydrochloride

2-methyl-1,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine

{4-[(2-methyl-4,5-dihydroimidazo[4,5-d][1]benzazepin-6(1H)-yl)carbonyl]phenyl}amine