1,5-Dihydro-benzo[b][1,4]diazepine-2,4-dione

Base Information

• Chemical Name: 1,5-Dihydro-benzo[b][1,4]diazepine-2,4-dione
• CAS No.: 49799-48-6
• Molecular Formula: C9H8 N2 O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• NSC Number: 138394
• UNII: F295F23IHE
• DSSTox Substance ID: DTXSID60198073
• Nikkaji Number: J359.612E
• Wikidata: Q83070838
• ChEMBL ID: CHEMBL2143016
• Mol file: 49799-48-6.mol

Synonyms:1,5-Dihydrobenzo[b][1,4]diazepine-2,4-dione;Benzo-1,4-diazacycloheptane[2,3-d]-5,7-dione; NSC 138394

Chemical Property of 1,5-Dihydro-benzo[b][1,4]diazepine-2,4-dione

Chemical Property:

• Vapor Pressure: 6.41E-09mmHg at 25°C
• Melting Point: >250 °C(Solv: dimethyl sulfoxide (67-68-5); water (7732-18-5))
• Boiling Point: 467.6°Cat760mmHg
• PKA: 7.75±0.20(Predicted)
• Flash Point: 225.2°C
• PSA: 58.20000
• Density: 1.266g/cm³
• LogP: 1.24330
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

NLT 98% ^*data from raw suppliers

1,5-Benzodiazepine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC2=CC=CC=C2NC1=O
• Uses: Sedative, myorelaxant and anxiolytic activity.

Technology Process of 1,5-Dihydro-benzo[b][1,4]diazepine-2,4-dione

There total 13 articles about 1,5-Dihydro-benzo[b][1,4]diazepine-2,4-dione 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: 95.0%

malonic acid (141-82-2) + 1,2-diamino-benzene (95-54-5) → 1H-1,5-benzodiazepine-2,4(3H,5H)-dione (49799-48-6)

Guidance literature:

With hydrogenchloride; for 2.5h; Heating;

Reference yield: 72.0%

1,2-diamino-benzene (95-54-5) + diethyl malonate (105-53-3) → 1H-1,5-benzodiazepine-2,4(3H,5H)-dione (49799-48-6)

Guidance literature:

With pyridine; for 72h; Reflux; Inert atmosphere;

DOI:10.1016/j.inoche.2010.04.006

Reference yield: 65.0%

malonic acid (141-82-2) + 1,2-diamino-benzene (95-54-5) → 2-Methyl-1H-benzimidazole (615-15-6) + 1H-1,5-benzodiazepine-2,4(3H,5H)-dione (49799-48-6)

Guidance literature:

With boric acid; In toluene; for 20h; Reflux;

DOI:10.1002/hlca.201100064

upstream raw materials:

carbon suboxide

1,2-diamino-benzene

malonic acid

diethyl malonate

Downstream raw materials:

6,12-diphenyl-9H-bis<1,2,4>triazolo<4,3-a:3',4'-d><1,5>benzodiazepine

N-(2''-hydroxyl-3'',5''-dibromophenyl-methylene-yl)-4'-iminobenzol[1',2'-d]-1,4-diazacycloheptane[2,3-d]-5,7-dione

N-(2'-hydroxyl-4'-chlorobenzene-methylene-yl)-4'-iminobenzo[1',2'-d]-1,4-diazacycloheptane[2,3-d]-5,7-dione

N-(2'-hydroxyl-3'-bromophenyl-methylene-yl)-4'-iminobenzo[1',2'-d]-1,4-diazacycloheptane[2,3-d]-5,7-dione

Refernces

• 1、 Qomi, Hamid Reza,Habibi, Azizollah,Shahcheragh, Seyyed Mohammad. "Synthesis and fluorescence studies of nine 1,5-benzodiazepine-2,4-dione derivatives: Dual emission and excimer fluorescence". . p. 164 - 170. Retrieved 2017.
• 2、 Akssira,Kasmi,Dahdouh,Boumzebra. "-". . p. 1887 - 1888. Retrieved 1992.
• 3、 Qomi, Hamid Reza,Habibi, Azizollah. "Synthesis of a novel functionalized tricyclic pyrimidine-fused 1,5-benzodiazepine library". . p. 2991 - 3001. Retrieved 2017/04/28.