3-Aminophthalimide
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3-Aminophthalimide
structure -
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CAS No:
2518-24-3
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Formula:
C8H6N2O2
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Chemical Name:
3-Aminophthalimide
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Synonyms:
1H-Isoindole-1,3(2H)-dione,4-amino-;Phthalimide,3-amino-;4-Amino-1H-isoindole-1,3(2H)-dione;3-Aminophthalimide;4-Amino-1,3-dioxo-2,3-dihydro-1H-isoindole;4-Amino-1H-isoindole-1,3(2H)-dione;4-Aminoisoindoline-1,3-dione
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CAS No:
Safety Information
NONH for all modes of transport
3
36/37/38-42/43
22-26-36/37-45
Xn
P261-P280-P305 + P351 + P338
H315-H317-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Aminophthalimide Use and Manufacturing
3-Nitrophthalimide (LOOGR) was taken into a hydrogenation vessel and dissolved using 500ML of dimethylformamide. Raney nickel catalyst (20gr, wet) was added to the solution and subjected to hydrogenation conditions initially at 20-30°C UNDER 20-40psi. After the exothermic nature of the reaction was over, hydrogen pressure was increased to 40-60psi and the temperature to 40-50°C. After the hydrogen uptake is over sample was drawn from the reaction mass and checked for the absence of 3-nitrophthalimide by TLC. The reaction mixture was filtered while hot and the catalyst removed by filtration. Solvent was removed from the filtrate under reduced pressure at 60-80°C. Water (500ML) was added to the residue and the mixture stirred for 20-30MIN. The product was isolated by filtration and dried at 60-70°C to get a yellow crystalline solid of 3-aminophthalimide (80gr, 95percent). Melting point: 262-4°C.3-NITROPHTHALIMIDE (LOOGR) was taken into a hydrogenation kettle and dissolved using 500ML of dimethylformamide. 5percent Palladium/carbon (LOGR, 50percent wet) was added to the solution and subjected to hydrogenation conditions initially at 20-30°C under 20-40psi. After the exothermic nature of the reaction was over, hydrogen pressure was increased to 40-60psi and the temperature to 40-50°C. After the hydrogen uptake was over the reaction mixture was filtered while hot and the catalyst removed by filtration. Solvent was removed from the filtrate under reduced pressure at 60-80°C. Water (500ml) was added to the residue and the mixture stirred for 30min. The product was isolated by filtration and dried at 60-70°C to get 80GR (95percent) of yellow crystalline solid of 3- aminophthalimide. Melting point: 263-4°C.3-Nitrophthalimide (LOOGR) was taken into a beaker and dissolved using 200ML of dimethylformamide and 300ML of methanol. The solution was transferred into a 1L hydrogenation kettle and 20gr of Raney nickel was charged into the kettle. Hydrogenation was carried out initially at 20-40psi and 25-30°C until the exothermic nature was over. Hydrogenation was further continued at 40-60psi pressure and 40-50°C. After checking the completion of reaction by TLC catalyst was removed by filtration and the solvents distilled off from the reaction mixture at 50-60°C. The residue thus obtained was suspended in water (500ML) and filtered off to get a bright yellow crystalline compound of 3-aminophthalimide (78gr, 92.5percent). Melting point: 263-4°C
1H-Isoindole-1,3(2H)-dione, 4-amino-: INACTIVE
Computed Properties
Molecular Weight:162.15
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:162.042927438
Monoisotopic Mass:162.042927438
Topological Polar Surface Area:72.2
Heavy Atom Count:12
Complexity:239
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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