6-amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Base Information

• Chemical Name: 6-amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
• CAS No.: 10495-37-1
• Molecular Formula: C18H12 N2 O2
• Molecular Weight: 288.305
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10146867
• Nikkaji Number: J41.459J
• Wikidata: Q83011766
• ChEMBL ID: CHEMBL1413510
• Mol file: 10495-37-1.mol

Synonyms:6-amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione;10495-37-1;DFP 2;4-Amino-N-phenylnaphthalimide;6-amino-2-phenylbenzo[de]isoquinoline-1,3-dione;4-Aminonaphthalic acid phenylimide;BRN 0267898;MLS000856384;1H-Benz(de)isoquinoline-1,3(2H)-dione, 6-amino-2-phenyl-;6-Amino-2-phenyl-1H-benz(de)isoquinoline-1,3(2H)-dione;SMR000279329;5-22-13-00321 (Beilstein Handbook Reference);Oprea1_214110;Oprea1_775534;cid_202512;SCHEMBL2482279;CHEMBL1413510;BDBM51165;DTXSID10146867;HMS1607N06;HMS2674J24;Naphthalimide, 4-amino-N-phenyl-;MFCD00227028;AKOS000592374;NCGC00245139-01;LS-33497;4-Amino-N-phenylnaphthalene-1,8-dicarbimide;CS-0325363;EU-0067546;VU0119426-3;AB00089004-01;SR-01000389301;6-amino-2-phenyl-benzo[de]isoquinoline-1,3-quinone;6-azanyl-2-phenyl-benzo[de]isoquinoline-1,3-dione;Naphthalimide, 4-amino-N-phenyl- (6CI,7CI,8CI);SR-01000389301-1;F0266-1712

Chemical Property of 6-amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Chemical Property:

• Vapor Pressure: 6.39E-13mmHg at 25°C
• Boiling Point: 568.1°C at 760 mmHg
• Flash Point: 297.4°C
• PSA: 65.09000
• Density: 1.419g/cm³
• LogP: 3.10530
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 288.089877630
• Heavy Atom Count: 22
• Complexity: 472

Purity/Quality:

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

6-Amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=O)C3=C4C(=C(C=C3)N)C=CC=C4C2=O

Technology Process of 6-amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

There total 5 articles about 6-amino-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-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: 92.0%

6-nitro-2-phenylbenzo[d,e]isoquinoline-1,3-dione (42340-35-2) → 4-aminonaphthalic acid phenylimide (10495-37-1)

Guidance literature:

With hydrogenchloride; tin(II) chloride dihdyrate; In ethanol; water; at 50 ℃; for 1.5h; Reflux;

DOI:10.1007/s11172-009-0160-x

Reference yield:

4-nitronaphthalic-1,8-anhydride (6642-29-1) → 4-aminonaphthalic acid phenylimide (10495-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 1.5 h / Reflux

2: hydrogenchloride; tin(II) chloride dihdyrate / ethanol; water / 1.5 h / 50 °C / Reflux

With hydrogenchloride; tin(II) chloride dihdyrate; acetic acid; In ethanol; water;

DOI:10.1007/s11172-009-0160-x

Reference yield:

acenaphthene (83-32-9) → 4-aminonaphthalic acid phenylimide (10495-37-1)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid; acetic acid

2: sodium dichromate; acetic acid

3: acetic acid / 1.5 h / Reflux

4: hydrogenchloride; tin(II) chloride dihdyrate / ethanol; water / 1.5 h / 50 °C / Reflux

With hydrogenchloride; sodium dichromate; tin(II) chloride dihdyrate; nitric acid; acetic acid; In ethanol; water;

DOI:10.1007/s11172-009-0160-x

upstream raw materials:

6-nitro-2-phenylbenzo[d,e]isoquinoline-1,3-dione

4-nitroacenaphthene

4-nitronaphthalic-1,8-anhydride

acenaphthene

Downstream raw materials:

4-hydroxy-N-phenyl-1,8-naphthalimide

C₃₆H₂₅N₂O₂P

N-phenyl-4-[α-(diethylphosphoryl)benzylamino]naphthalimide

C₂₄H₂₃N₂O₅P

Refernces

• 1、 -. "Methods and compositions for treating beta-thalassemia and sickle cell disease". Paragraph 0339; 0340. . Retrieved 2016/10/08.
• 2、 Panchenko,Fedorova,Perevalov,Jonusauskas,Fedorov. "Synthesis and spectral properties of 4-amino-and 4-acetylamino-N- arylnaphthalimides containing electron-donating groups in the N-aryl substituent". experimental part. p. 1233 - 1240. Retrieved 2010/10/04.