4-Amino-N-methylphthalimide

Base Information

• Chemical Name: 4-Amino-N-methylphthalimide
• CAS No.: 2307-00-8
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 29251900
• European Community (EC) Number: 622-563-7
• DSSTox Substance ID: DTXSID20352452
• Nikkaji Number: J663.508C
• Wikidata: Q72439262
• Mol file: 2307-00-8.mol

Synonyms:4-Amino-N-methylphthalimide;2307-00-8;5-Amino-2-methylisoindoline-1,3-dione;5-amino-2-methylisoindole-1,3-dione;5-amino-2-methyl-isoindole-1,3-dione;5-amino-2-methyl-1H-isoindole-1,3(2H)-dione;1H-Isoindole-1,3(2H)-dione, 5-amino-2-methyl-;N-Methyl-4-aminophthalimide;MFCD00012081;4-Amino-N-methyl-phthalimid;Oprea1_420392;SCHEMBL917833;DTXSID20352452;KMEBUNSLFRQSEM-UHFFFAOYSA-N;HMS1789H16;4-Amino-N-methylphthalimide, 97%;CAA30700;CCG-54996;STK057401;AKOS000111092;SB66132;5-azanyl-2-methyl-isoindole-1,3-dione;AC-24980;AS-17371;BB 0246023;CS-0076926;FT-0617590;EN300-02523;D82239;1H-Isoindole-1,3(2H)-dione,4-amino-2-methyl-;A816552;J-014974;SR-01000644050-1;Z57036341;5-amino-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione;F1386-0358

Chemical Property of 4-Amino-N-methylphthalimide

Chemical Property:

• Melting Point: 246-248 °C(lit.)
• Boiling Point: 368.341 °C at 760 mmHg
• PKA: -0.27±0.20(Predicted)
• Flash Point: 176.566 °C
• PSA: 63.40000
• Density: 1.411 g/cm³
• LogP: 1.01370
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 264

Purity/Quality:

98.0%min ^*data from raw suppliers

4-Amino-N-methylphthalimide >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=C(C1=O)C=C(C=C2)N

Technology Process of 4-Amino-N-methylphthalimide

There total 11 articles about 4-Amino-N-methylphthalimide 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%

4-nitro-N-methyl-phthalimide (41663-84-7) → 4-amino-N-methylphthalimide (2307-00-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3h;

DOI:10.1039/c7cc03252h

Reference yield: 92.0%

4-aminophthalimide (3676-85-5) + methyl iodide (74-88-4) → 4-amino-N-methylphthalimide (2307-00-8)

Guidance literature:

4-aminophthalimide; With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.3390/molecules22091548

Reference yield: 64.0%

4-azido-1-methylphthalimide → 4-amino-N-methylphthalimide (2307-00-8)

Guidance literature:

With diethylamine; In dimethylsulfoxide-d6; at 0 ℃; for 1h; UV-irradiation;

DOI:10.1039/c7cc03252h

upstream raw materials:

4-amino-phthalic acid dimethyl ester

4-nitro-N-methyl-phthalimide

4-nitrophthalimide

phthalimide

Downstream raw materials:

4-acetylamino-N-methylphthalimide

N-methyl-4-chlorophthalimide

5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione

5-hydroxy-2-methylisoindoline-1,3-dione

Refernces

• 1、 R?ssler, Simon L.,Jelier, Benson J.,Tripet, Pascal F.,Shemet, Andrej,Jeschke, Gunnar,Togni, Antonio,Carreira, Erick M.. "Pyridyl Radical Cation for C?H Amination of Arenes". supporting information. p. 526 - 531. Retrieved 2019/01/04.
• 2、 Fischer, Thomas,Riedl, Rainer. "Development of a non-hydroxamate dual matrix metalloproteinase (MMP)-7/-13 inhibitor". . . Retrieved 2017/09/25.