1,3,4,5-TETRAHYDRO-2H-1,5-BENZODIAZEPIN-2-ONE

Base Information

• Chemical Name: 1,3,4,5-TETRAHYDRO-2H-1,5-BENZODIAZEPIN-2-ONE
• CAS No.: 5755-07-7
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.191
• Hs Code.: 2933990090
• Mol file: 5755-07-7.mol

Synonyms:2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one;1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one;2-oxo-1,3,4,5-tetrahydro-1,5-benzodiazepine;

Chemical Property of 1,3,4,5-TETRAHYDRO-2H-1,5-BENZODIAZEPIN-2-ONE

Chemical Property:

• Vapor Pressure: 7.45E-06mmHg at 25°C
• Melting Point: 140.5-141.5 °C
• Boiling Point: 376.1°Cat760mmHg
• PKA: 14.80±0.20(Predicted)
• Flash Point: 178.7°C
• PSA: 44.62000
• Density: 1.137g/cm³
• LogP: 1.66380
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3,4,5-Tetrahydro-2H-1,5-benzodiazepin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A tetrahydrobenzodiazepine derivative as arginine vasopressin antagonist.

Technology Process of 1,3,4,5-TETRAHYDRO-2H-1,5-BENZODIAZEPIN-2-ONE

There total 3 articles about 1,3,4,5-TETRAHYDRO-2H-1,5-BENZODIAZEPIN-2-ONE 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: 72.0%

2-azetidinone (930-21-2) + 2-bromoaniline (615-36-1) → 2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one (5755-07-7) + N-(2-aminophenyl)-2-azetidinone (682341-17-9)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 22h;

DOI:10.1021/ja038565t

Reference yield:

2-azetidinone (930-21-2) + 2-iodophenylamine (615-43-0) → 2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one (5755-07-7) + N-(2-aminophenyl)-2-azetidinone (682341-17-9)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In toluene; at 100 ℃; for 5h;

DOI:10.1021/ja038565t

Reference yield:

2,3-dihydroquinolin-4(1H)-one (4295-36-7) → 2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one (5755-07-7) + 1,2,3,4-tetrahydro-5H-benzo[e][1,4]diazepin-5-one (28544-83-4)

Guidance literature:

With sodium azide; sulfuric acid; for 24h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jm9508292

upstream raw materials:

2,3-dihydroquinolin-4(1H)-one

2-azetidinone

2-iodophenylamine

2-bromoaniline

Downstream raw materials:

8-bromo-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one

5-benzoyl-1-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one

N-{4-[(5-methyl-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)carbonyl]phenyl}-2-methylbenzamide

1-Ethyl-2-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Refernces

• 1、 Grunewald, Gary L.,Dahanukar, Vilas H.,Ching, Piao,Criscione, Kevin R.. "Effect of ring size or an additional heteroatom on the potency and selectivity of bicyclic benzylamine-type inhibitors of phenylethanolamine N- methyltransferase". . p. 3539 - 3546. Retrieved 2007/10/03.