Conditions | Yield |
---|---|
for 0.0333333h; microwave irradiation; | 100% |
In decaethylene glycol at 120℃; for 6h; | 98% |
In water at 90 - 180℃; for 0.8h; Inert atmosphere; | 96.2% |
carbon monoxide
o-iodo-methyl-benzoic acid
N-butylamine
N-butylphthalimide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 1h; Schlenk technique; | 100% |
With triethylamine In toluene at 100℃; | 79% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 0.166667h; Microwave irradiation; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 18h; Inert atmosphere; | 98% |
With potassium hydroxide; 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 5h; | 94% |
N-(3-butenyl)phthalimide
N-butylphthalimide
Conditions | Yield |
---|---|
With Pd/C; C24H16N2O4 In ethanol at 50℃; for 18h; Glovebox; | 99% |
1,2-Diiodobenzene
carbon monoxide
N-butylamine
N-butylphthalimide
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; palladium 10% on activated carbon In toluene at 120℃; under 4654.46 Torr; for 2h; Autoclave; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 4h; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; Cp*Rh(MeCN)3[ClO4]2; silver carbonate In tert-Amyl alcohol at 100℃; under 760.051 Torr; for 24h; | 92% |
2-Iodobenzoic acid
carbon monoxide
N-butylamine
N-butylphthalimide
Conditions | Yield |
---|---|
With triethylamine In toluene at 100℃; for 4h; | 91% |
Conditions | Yield |
---|---|
[2.2.2]cryptande In tetrahydrofuran for 0.166667h; | 90% |
In N,N-dimethyl-formamide at 55℃; | 75% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 120℃; for 2h; | 90% |
In N,N-dimethyl-formamide at 55℃; | 45% |
Conditions | Yield |
---|---|
[2.2.2]cryptande In tetrahydrofuran for 0.666667h; | 90% |
In N,N-dimethyl-formamide at 70℃; for 2h; Gabriel Amine Synthesis; | 28% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate In water at 100℃; for 0.166667h; Microwave irradiation; Green chemistry; | 90% |
With iron oxide In neat (no solvent) at 140℃; for 5h; Sealed tube; | 90% |
With graphene oxide In neat (no solvent) at 130℃; for 12h; Sealed tube; | 88% |
With citric acid-coated magnetic Fe3O4 nanoparticles In neat (no solvent) at 120℃; for 8h; Inert atmosphere; | 76% |
With copper at 20 - 40℃; for 3h; | 70% |
Conditions | Yield |
---|---|
With potassium fluoride; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 85℃; for 8h; | 88% |
phthalic anhydride
N-[(butylamino)carbonyl]-4-methyl-benzenesulfonamide
A
N-butylphthalimide
B
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With pyridine; dmap for 4h; Heating; | A 86% B 50% |
N-[(butylamino)carbonyl]-4-methyl-benzenesulfonamide
A
N-butylphthalimide
B
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With pyridine; dmap; phthalic anhydride for 4h; Heating; | A 86% B 50% |
N-butylamine
molybdenum hexacarbonyl
1,2-dibromobenzene
N-butylphthalimide
Conditions | Yield |
---|---|
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In toluene at 100℃; for 16h; Reagent/catalyst; Sealed tube; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With triethylamine; 1,2-bis-(diphenylphosphino)ethane; zinc; dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II) In acetonitrile at 80℃; for 36h; | 82% |
Conditions | Yield |
---|---|
In ethanol for 4h; | 81% |
phthalic anhydride
carbutamide
A
N-butylphthalimide
B
4-(1,3-dioxobenzo[c]azolidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dmap for 4h; Heating; | A 45% B 76% C 7% |
Conditions | Yield |
---|---|
In ethanol for 4h; | 76% |
Conditions | Yield |
---|---|
With 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide In dichloromethane at 25 - 65℃; | 76% |
With 1,3,5-trichloro-2,4,6-triazine; C2F6NO4S2(1-)*C8H14N3O(1+) In acetonitrile at 65℃; for 4h; | 82 %Chromat. |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; (1,3,4)-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene In 1,4-dioxane; toluene at 80℃; for 12h; Inert atmosphere; | 76% |
With DMAM; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu Displacement; | 62% |
carbon monoxide
benzaldehyde
N-butylamine
N-butylphthalimide
Conditions | Yield |
---|---|
Stage #1: benzaldehyde; N-butylamine With dichloro bis(acetonitrile) palladium(II); copper(II) oxide In N,N-dimethyl-formamide; toluene at 20℃; for 12h; Stage #2: carbon monoxide With oxygen In N,N-dimethyl-formamide; toluene at 100℃; | 75% |
Stage #1: benzaldehyde; N-butylamine With dichloro bis(acetonitrile) palladium(II); copper(II) oxide In N,N-dimethyl-formamide; toluene at 20℃; for 12h; Green chemistry; Stage #2: carbon monoxide With oxygen In N,N-dimethyl-formamide; toluene at 100℃; under 760.051 Torr; for 48h; Green chemistry; | 75% |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); water; oxygen; copper(II) oxide In N,N-dimethyl-formamide; toluene at 100℃; for 24h; Temperature; | 75% |
N-butylisophthalimide
N-butylphthalimide
Conditions | Yield |
---|---|
at 200℃; for 0.25h; | 70% |
2-n-butylisoindoline
N-butylphthalimide
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; copper(l) chloride In dichloromethane; water at 50℃; for 24h; Reagent/catalyst; Solvent; Temperature; Sealed tube; | 68% |
phthalimide
N,N'-Dicyclohexyl-O-butyl-isoharnstoff
N-butylphthalimide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 120℃; for 2h; | 66% |
n-butyl isonitrile
carbon dioxide
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
N-butylphthalimide
Conditions | Yield |
---|---|
With cesium fluoride In acetonitrile at 30℃; for 24h; Inert atmosphere; | 64% |
2-(4-bromobutyl)isoindoline-1,3-dione
(-)-norcocaine
N-butylphthalimide
Conditions | Yield |
---|---|
With sodium carbonate In benzene | 60% |
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane at -30 - -5℃; | 95% |
N-butylphthalimide
4-nitro-N-butylphthalimide
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 80℃; for 0.0666667h; Temperature; | 95% |
N-butylphthalimide
2-butyl-3-hydroxyisoindolin-1-one
Conditions | Yield |
---|---|
With ethanol; tetrabutylammonium tetrafluoroborate; diisopropylamine at 20℃; for 2h; Electrochemical reaction; Schlenk technique; Green chemistry; chemoselective reaction; | 93% |
With titanium tetrachloride; potassium carbonate; zinc 1.) 110 deg C, 20 h; Yield given. Multistep reaction; |
N-butylphthalimide
2-butyl-2,3-dihydro-isoindol-1-one
Conditions | Yield |
---|---|
With ethanol; tetrabutylammonium tetrafluoroborate; diisopropylamine at 20℃; for 2.75h; Electrochemical reaction; Schlenk technique; Green chemistry; chemoselective reaction; | 92% |
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; Inert atmosphere; | 72% |
With hydrogenchloride; mercury; zinc In water at 100℃; for 5h; | 32% |
N-butylphthalimide
Conditions | Yield |
---|---|
With nitric acid In sulfuric acid | 90% |
With nitric acid | 0.1% by weight |
N-butylphthalimide
Methoxyallene
2-butyl-3-hydroxy-3-(1-methoxy-propa-1,2-dienyl)-2,3-dihydro-isoindol-1-one
Conditions | Yield |
---|---|
Stage #1: Methoxyallene With n-butyllithium In tetrahydrofuran; hexane Stage #2: N-butylphthalimide In tetrahydrofuran; hexane at -78℃; | 89% |
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] at 90℃; under 15001.5 Torr; for 18h; Sealed tube; Autoclave; Green chemistry; | 89% |
With tris(2,4-pentanedionato)ruthenium(III); methanesulfonic acid; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] at 130℃; under 11251.1 Torr; for 18h; Autoclave; | 88% |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; water; potassium carbonate at 150℃; for 24h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 88% |
Conditions | Yield |
---|---|
Stage #1: 7-bromo-hept-1-ene With magnesium In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; Stage #2: N-butylphthalimide In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
In benzene at 20℃; for 72h; | 78% |
The IUPAC name of N-Butylphthalimide is 2-butylisoindole-1,3-dione. With the CAS registry number 1515-72-6, it is also named as 1-Phthalimidobutane. The product's categories are N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides; Derivatives of Phthalimide. Besides, it is slight yellow liquid, which should be stored in tightly sealed containers in a cool, dry place. And you should ensure that the workplaces have good ventilation or exhaust devices. When you are using this chemical, please avoid contact with skin and eyes. In addition, its molecular formula is C12H13NO2 and molecular weight is 203.24.
The other characteristics of this product can be summarized as: (1)EINECS: 216-157-5; (2)ACD/LogP: 3.15; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.15; (5)ACD/LogD (pH 7.4): 3.15; (6)ACD/BCF (pH 5.5): 145.86; (7)ACD/BCF (pH 7.4): 145.86; (8)ACD/KOC (pH 5.5): 1231.85; (9)ACD/KOC (pH 7.4): 1231.85; (10)#H bond acceptors: 3; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.562; (14)Molar Refractivity: 56.23 cm3; (15)Molar Volume: 173.1 cm3; (16)Surface Tension: 45.3 dyne/cm; (17)Density: 1.173 g/cm3; (18)Flash Point: 130.8 °C; (19)Melting point: 29-33 °C; (20)Enthalpy of Vaporization: 55.06 kJ/mol; (21)Boiling Point: 309.9 °C at 760 mmHg; (22)Vapour Pressure: 0.000623 mmHg at 25 °C.
Preparation of N-Butylphthalimide: this chemical can be prepared by the reaction of Phthalimide with 1-Bromo-butane.
This reaction needs K2CO3, Methyl methyltrioctylammonium sulfate and Toluene at temperature of 100 °C. The reaction time is 4.5 hours. The yield is 80 %.
Uses of N-Butylphthalimide: it can react with Morpholine to get N-Butyl-2-(morpholine-4-carbonyl)-benzamide.
This reaction needs Benzene at ambient temperature. The yield is 75 %.
People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CCCCN1C(=O)C2=CC=CC=C2C1=O
(2)InChI: InChI=1S/C12H13NO2/c1-2-3-8-13-11(14)9-6-4-5-7-10(9)12(13)15/h4-7H,2-3,8H2,1H3
(3)InChIKey: DLKDEVCJRCPTLN-UHFFFAOYSA-N
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