5323-50-2

Usage

Uses

Used in Pharmaceutical Industry:
N-N-PROPYLPHTHALIMIDE is used as a key intermediate for the production of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Dye Industry:
In the dye industry, N-N-PROPYLPHTHALIMIDE is utilized as a precursor in the synthesis of dyes, enhancing the color properties and performance of these compounds.
Used in Organic Synthesis:
N-N-PROPYLPHTHALIMIDE is employed as a reagent in organic synthesis, where it introduces the phthalimide group into different molecules, facilitating the creation of a wide range of organic compounds.
Used in Medicinal Chemistry:
As a precursor for the synthesis of functionalized phthalimides, N-N-PROPYLPHTHALIMIDE plays a crucial role in medicinal chemistry, enabling the development of novel compounds with potential therapeutic applications.

InChI:InChI=1/C11H11NO2/c1-2-7-12-10(13)8-5-3-4-6-9(8)11(12)14/h3-6H,2,7H2,1H3

Upstream product

• 107-10-8 propylamine 
• 85-44-9 phthalic anhydride 
• 1074-82-4 potassium phtalimide 
• 106-94-5 propyl bromide 
• 524-38-9 N-hydroxyphthalimide 
• 136918-14-4 phthalimide 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 5457-29-4 N-(3-iodopropyl)phthalimide 
• 10546-70-0 N-(n-propyl)benzamide 
• 1864-94-4 phenyl formate 
• 615-42-9 1,2-Diiodobenzene 
• 201230-82-2 carbon monoxide 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 38228-99-8 N,N'-dibenzylphthalamide 
• 102273-26-7 o-Hydroxymethyl-N-propylbenzamid 
• 68972-64-5 3-(4-chlorophenyl)-3-hydroxy-2-propyl-2,3-dihydroisoindol-1-one 
• 27687-35-0 3-hydroxy-3-phenyl-2-propyl-2,3-dihydroisoindol-1-one 
• 1334294-90-4 3-(4-methoxyphenyl)-2-propylisoindolin-1-one 
• 1334294-88-0 2-propyl-3-p-tolylisoindolin-1-one 
• 1334294-97-1 3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindolin-1-one 
• 1334294-95-9 3-hydroxy-2-propyl-3-p-tolylisoindolin-1-one 

Relevant academic research and scientific papers

An Oxidation Study of Phthalimide-Derived Hydroxylactams

A systematic study of the oxidation of 3-hydroxy-2-substituted isoindolin-1-ones (hy-droxylactams) and their conversion to the corresponding phthalimides was undertaken using three oxidants. Of special interest was the introduction of nickel peroxide (NiO2 ) as an oxidation system for hydroxylactams and comparison of its performance with the commonly used pyridinium chlorochromate (PCC) and iodoxybenzoic acid (IBX) reagents. Using a range of hydroxylactams, optimal conversions of these substrates to the corresponding imides was achieved with 50 equivalents of freshly prepared NiO2 in refluxing toluene over 5–32 h reaction times. By comparison, oxidations of the same substrates using PCC/silica gel (three equivalents) and IBX (three equivalents) required oxidation times of 1–3 h for full conversion but required lengthier purification. While nominal amounts (~25 mg) of substrate hydroxylactams were used to ascertain conversion, scale-up procedures using all three methods gave good to excellent isolated yields of imides.

Preparation method of N-alkyl phthalimide

The invention discloses a preparation method of N-alkyl phthalimide. The method comprises the steps: taking phthalic anhydride as a raw material, taking an aqueous solution of alkylamine as an imidization reagent ( no other reagents do not need to be added), and directly synthesizing the N-alkyl phthalimide, wherein the yield is high (96% or above), and the purity is high (99% or above). The preparation method is loose in reaction condition, simple in step and easy to implement; no organic solvent is needed, no other substances are discharged except water, and the method is green, free of pollution and suitable for industrial production.

Preparation method of N - alkyl -4 -nitrophthalimide

The invention discloses a preparation method of N - alkyl -4 -nitrophthalimide, which comprises the following steps of 1) mixing phthalic anhydride, alkyl aldehyde and inorganic amine, reacting under the action of hydrogen, cooling and crystallizing, and drying to obtain N -alkyl phthalimide. Step 2) The 1 alkylphthalimide obtained in step N -) is subjected to nitration reaction, and the product is purified and dried to obtain the N -alkyl -4 -nitrophthalimide. The alkyl aldehyde in step 1) is preferably an alkyl aldehyde of carbon 1 - 4. The preparation method has the advantages of wide raw material source, low price, simple process, easiness in large-scale production and the like. Through one-step synthesis, the reaction efficiency is high, the device is simple and easy to operate, and green and environment-friendly.

“On water” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides

An efficient nano-Cu2O-catalyzed cascade multicomponent reaction of 2-halobenzoic acids and trimethylsilyl cyanide with diverse amines was developed using water as a solvent, affording versatileN-substituted phthalimide derivatives in moderate to excellent yields. This novel strategy features carbon monoxide gas-free, environmentally benign, one-pot multistep transformation, commercially available reagents, a cheap catalyst without any additives, wide functional group tolerance, and operational convenience.

Photochemical Decarboxylative C(sp3)-X Coupling Facilitated by Weak Interaction of N-Heterocyclic Carbene

While N-hydroxyphthalimide (NHPI) ester has emerged as a powerful reagent as an alkyl radical source for a variety of C-C bond formations, the corresponding C(sp3)-N bond formation is still in its infancy. We demonstrate herein transition-metal-free decarboxylative C(sp3)-X bond formation enabled by the photochemical activity of the NHPI ester-NaI-NHC complex, giving primary C(sp3)-(N)phth, secondary C(sp3)-I, or tertiary C(sp3)-(meta C)phth coupling products. The primary C(sp3)-(N)phth coupling offers convenient access to primary amines.

Method for hydrogenolysis of halides

The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.

PPh3/I2/HCOOH: An efficient CO source for the synthesis of phthalimides

A straightforward and general method has been developed for the synthesis of phthalimide derivatives from 2-iodobenzamides and PPh3/I2/HCOOH in the presence of a catalytic amount of Pd(OAc)2. The reaction results demonstrate that PPh3/I2/HCOOH is a facile, efficient and safe CO source. The whole process is carried out in toluene at 80 °C and furnishes the desired products in good to excellent yields.

Selective Semi-Hydrogenation of Terminal Alkynes Promoted by Bimetallic Cu-Pd Nanoparticles

The selective semi-hydrogenation of terminal alkynes was efficiently performed, under mild reaction conditions (H 2 balloon, 110 °C), promoted by a bimetallic nanocatalyst composed of copper and palladium nanoparticles (5:1 weight ratio) supported on mesostructured silica (MCM-48). The Cu-PdNPS@MCM-48 catalyst, which demonstrated to be highly chemoselective towards the alkyne functionality, is readily prepared from commercial materials and can be recovered and reused after thermal treatment followed by reduction under H 2 atmosphere.

Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source

The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.

Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis

A method for direct cross coupling between unactivated C(sp3)-H bonds and chloroformates has been accomplished via nickel and photoredox catalysis. A diverse range of feedstock chemicals, such as (a)cyclic alkanes and toluenes, along with late-stage intermediates, undergo intermolecular C-C bond formation to afford esters under mild conditions using only 3 equiv of the C-H partner. Site selectivity is predictable according to bond strength and polarity trends that are consistent with the intermediacy of a chlorine radical as the hydrogen atom-abstracting species.