8-Nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepine

Base Information

• Chemical Name: 8-Nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepine
• CAS No.: 223915-75-1
• Molecular Formula: C₁₀H₁₂N₂O₂
• Molecular Weight: 192.217
• DSSTox Substance ID: DTXSID40438883
• Wikidata: Q82254724
• ChEMBL ID: CHEMBL144444
• Mol file: 223915-75-1.mol

Synonyms:8-Nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepine;223915-75-1;8-nitro-2,3,4,5-tetrahydro-1H-2-benzazepine;CHEMBL144444;1H-2-Benzazepine, 2,3,4,5-tetrahydro-8-nitro-;8-NITRO-2,3,4,5-TETRAHYDRO-1H-BENZO[C]AZEPINE HCL;SCHEMBL1074232;AMY7859;DTXSID40438883;SMAZDNVHMACXLU-UHFFFAOYSA-N;YIA91575;BDBM50217383;AKOS016005405;SB35574;CS-0142366;8-nitro-2,3,4,5-tetrahydro-1H-2-benzazapine;EN300-6489652;A878554

Chemical Property of 8-Nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepine

Chemical Property:

• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 192.089877630
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

8-nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=C(CNC1)C=C(C=C2)[N+](=O)[O-]

Technology Process of 8-Nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepine

There total 3 articles about 8-Nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepine 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: 84.0%

8-nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one (914201-24-4) → 8-nitro-2,3,4,5-tetrahydro-1H-2-benzazepine (223915-75-1)

Guidance literature:

8-nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one; With borane; In tetrahydrofuran; for 4h; Heating / reflux;

With hydrogenchloride; water; In tetrahydrofuran; at 0 ℃; for 1h; Heating / reflux;

Reference yield: 60.0%

2,3,4,5-tetrahydro-1H-benzo[c]azepine (7216-22-0) → 8-nitro-2,3,4,5-tetrahydro-1H-2-benzazepine (223915-75-1) + 6,8-dinitro-2,3,4,5-tetrahydro-1H-2-benzazepine

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(01)00112-2

Reference yield:

8-nitro-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carbaldehyde → 8-nitro-2,3,4,5-tetrahydro-1H-2-benzazepine (223915-75-1)

Guidance literature:

With sodium chloride; sulfuric acid; In methanol;

upstream raw materials:

2,3,4,5-tetrahydro-1H-benzo[c]azepine

8-nitro-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-one

Downstream raw materials:

8-bromo-2,3,4,5-tetrahydro-1H-2-benzazepine

8-bromo-N-triphenylmethyl-2,3,4,5-tetrahydro-1H-2-benzazepine

2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-ylamine

Refernces

• 1、 Grunewald, Gary L.,Dahanukar, Vilas H.,Criscione, Kevin R.. "Effects of a 3-alkyl-, 4-hydroxy- and/or 8-aromatic-substituent on the phenylethanolamine N-methyltransferase inhibitor potency and α2-adrenoceptor affinity of 2,3,4,5-tetrahydro-1H-2-benzazepines". . p. 1957 - 1965. Retrieved 2007/10/03.