4-Aminophthalimide

Base Information

• Chemical Name: 4-Aminophthalimide
• CAS No.: 3676-85-5
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29251900
• European Community (EC) Number: 222-948-6
• NSC Number: 25173
• DSSTox Substance ID: DTXSID8063127
• Nikkaji Number: J40.150A
• Wikidata: Q72441007
• Mol file: 3676-85-5.mol

Synonyms:4-aminophthalimide

Chemical Property of 4-Aminophthalimide

Chemical Property:

• Appearance/Colour: Yellow-brown powder
• Melting Point: 290 °C
• Refractive Index: 1.683
• Boiling Point: 288.82°C (rough estimate)
• PKA: 10.75±0.20(Predicted)
• PSA: 72.19000
• Density: 1.476 g/cm³
• LogP: 1.06240
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 239

Purity/Quality:

98% ^*data from raw suppliers

4-Aminophthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-43-36-25
• Safety Statements: 24/25-45-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)C(=O)NC2=O
• Uses: 4-Aminophthalimide is used in research as a fluorescent labeling compound.

Technology Process of 4-Aminophthalimide

There total 7 articles about 4-Aminophthalimide 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: 97.0%

4-nitrophthalimide (89-40-7) → 4-aminophthalimide (3676-85-5)

Guidance literature:

With hydrogen; nickel; In DMF (N,N-dimethyl-formamide); at 20 - 50 ℃; under 1034.32 - 3102.97 Torr;

Reference yield: 80.0%

4-nitrophthalimide (89-40-7) → 5-hydroxyamino-isoindole-1,3-dione + 4-aminophthalimide (3676-85-5)

Guidance literature:

With baker's yeast; D-glucose; In phosphate buffer; ethanol; at 30 ℃; for 1h; pH=6.5;

DOI:10.1039/b408566c

Reference yield:

phthalimide (136918-14-4,85-41-6) → 4-aminophthalimide (3676-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / H₂SO₄; HNO₃ / 0.67 h / 40 - 50 °C

2: 65 percent / SnCl₂; HCl / H₂O / 2 h / 50 °C

With hydrogenchloride; sulfuric acid; nitric acid; tin(ll) chloride; In water;

DOI:10.1021/ma020078v

upstream raw materials:

4-nitrophthalimide

phthalimide

4-nitrophthalic acid

Downstream raw materials:

5-amino-3H-isobenzofuran-1-one

4-amino-N-ethylphthalimide

4-amino-N-butylphthalimide

Refernces

• 1、 Song, Xiaoyu,Zhao, Jing,Zhang, Wandong,Chen, Long. "Novel n-channel organic semiconductor based on pyrene-phenazine fused monoimide and bisimides". . p. 331 - 335. Retrieved 2018.
• 2、 Sharma, Saurabh,Yamini,Das, Pralay. "Hydrogenation of nitroarenes to anilines in a flow reactor using polystyrene supported rhodium in a catalyst-cartridge (Cart-Rh@PS)". supporting information. p. 1764 - 1769. Retrieved 2019/01/28.