16596-41-1

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-Aminopyrrolidine is used as a precursor in the synthesis of various pharmaceuticals and agrochemicals for its ability to form complex molecular structures that can exhibit biological activity.
Used in Coordination Chemistry:
1-Aminopyrrolidine is used as a chelating agent in coordination chemistry, where its ability to form stable complexes with metal ions is utilized for various applications, such as catalysis and the development of new materials.
Used in Drug Delivery Systems:
1-Aminopyrrolidine has been studied for its potential use as a drug delivery system, leveraging its chemical properties to improve the solubility, stability, and targeted delivery of therapeutic agents.
Used in Organic Synthesis:
1-Aminopyrrolidine is employed as a building block in organic synthesis, contributing to the creation of a wide range of organic compounds for various applications, from specialty chemicals to advanced materials.

InChI:InChI=1/C4H10N2/c5-6-3-1-2-4-6/h1-5H2

Upstream product

• 930-55-2 N-nitrosopyrrolidine 
• 110-56-5 1,4-dichlorobutane 
• 7440-66-6 zinc 
• 21223-20-1 (CH₂)4NNH₂*BH₃ 
• 7732-18-5 water 
• 110-52-1 1,4-dibromo-butane 
• 7803-57-8 hydrazine hydrate 
• 123-75-1 pyrrolidine 
• 503-64-0 (Z)-but-2-enoic acid 
• 107-93-7 (E)-but-2-enoic acid 

Downstream Products

• 94378-28-6 3,3-diphenyl-1-pyrrolidino-azetidine-2,4-dione 
• 109793-65-9 [1-Phenyl-eth-(Z)-ylidene]-pyrrolidin-1-yl-amine 
• 150929-60-5 2-chloro-5-nitro-N-(1-pyrrolidinyl)benzamide 
• 851854-88-1 5,5-dimethyl-3-(1-pyrrolidinylamino)-2-cyclohexen-1-one 
• 17288-78-7 4-chlorobenzaldehyde N,N-tetramethylenehydrazone 
• 60144-33-4 (E)-1-phenyl-N-pyrrolidin-1-yl-methanimine 
• 871314-88-4 C₂₁H₁₉Cl₃N₄OS 
• 690265-92-0 1-[3-(4-bromophenylprop-2-ynyl)]pyrrolidine 
• 1246924-43-5 6-[3-(3,4-Difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-N-pyrrolidin-1-yl-nicotinamide 

Relevant academic research and scientific papers

Towards a Nitrogen-fixing Cycle: Electrochemical Reduction of a Hydrazido-complex of Molybdenum(IV) under N2 to Yield the Dialkylhydrazine and a Molybdenum(0) Dinitrogen Complex

Electrochemical reduction of trans-3CH2>)(dppe)2>+, (5) (dppe = Ph2PCH2CH2PPh2) at a Pt electrode in tetrahydrofuran-0.2 M under N2 yields the free organohydrazine and trans-, (1), under CO yields cis- and trans- and N-aminopiperidine, and under Ar yields the reduction product trans-II-(cyclo-3CH2>)(dppe)2>; the product (1) is readily converted into (5), thus a cycle for the fixation of N2 as an organohydrazine is plausible.

Synthesis of N-aminopyrrolidine by the raschig process: Kinetic and mechanistic study of the monochloramine-pyrrolidine interaction

1-Pyrrolidinamine (NAPY) belongs to a family of large compounds, namely the alkylhydrazines, used as precursors for different targets in fine chemicals, such as pharmaceuticals and cosmetics. Different synthetic methods are described in the literature; however, many of them are not adaptable on a large scale. The Raschig process appears to be the most relevant method for preparing hydrazines at the industrial scale: hydrazines are obtained by two successive reactions. The first involves the formation of monochloramine from sodium hypochlorite and excess ammonia. The second consists of reacting, in a basic medium, the monochloramine previously synthesized with excess amine to provide the corresponding hydrazine. It is a clean and selective method, distinguished by its nonpolluting aspect, its low cost, and the feasibility of continuous transposition to industrial scale. However, it presents some disadvantages linked to the low hydrazine concentrations in the synthesis solutions. The optimization of the synthesis parameters is therefore essential and requires a detailed kinetic and mechanistic study of the reaction of NAPY formation by the chloramine/pyrrolidine interaction. The kinetics of the NAPY formation reaction were studied in alkaline medium, at first at a temperature of 25°C. Excess pyrrolidine was used with respect to NH2Cl, in order to minimize the influence of side reactions. Owing to the high reaction rates, the essays were carried out in a dilute medium, using reagent concentrations ranging between 1 × 10-3 and 4 × 10-2 M. The ionic strength of the medium was established by NaOH concentration (0.1 M). Then, the influence of the temperature was studied between 15 and 45°C for NH2Cl and PY concentrations, respectively, equal to 2 × 10-3 and 0.01 M, in order to check the conformance to the Arrhenius law. Finally, the characterization of the reaction mixture permitted establishment of a global reaction scheme, including two main secondary reactions.

Synthesis of Novel Saccharide Hydrazones

Synthesis of important heterocyclic hydrazine derivatives N-aminopyrrolidine, N-aminopiperidine, and N-aminoazepane from hydrazine hydrate and dihalogenides were examined and optimized. These heterocyclic hydrazine derivatives were used in condensation reactions with six different monosaccharides to form corresponding hydrazones. Biological evaluations of these novel compounds, which are simple acyclic nucleoside analogs, were done. L-Arabinose N-aminoazepane hydrazone showed minor anti-HIV activity, giving a starting point for further structural modifications. (Chemical Equation Presented).

N-Amino-1,8-Naphthalimide is a Regenerated Protecting Group for Selective Synthesis of Mono-N-Substituted Hydrazines and Hydrazides

A new route to synthesis of various mono-N-substituted hydrazines and hydrazides by involving in a new C?N bond formation by using N-amino-1,8-naphthalimide as a regenerated precursor was invented. Aniline and phenylhydrazines are reproduced upon reacting these individually with 1,8-naphthalic anhydride followed by hydrazinolysis. The practicality and simplicity of this C?N dihalo alkanes; developed a synthon for bond formation protocol was exemplified to various hydrazines and hydrazides. N-amino-1,8-naphthalimide is suitable synthon for transformation for selective formation of mono-substituted hydrazine and hydrazide derivatives. Those are selective mono-amidation of hydrazine with acid halides; mono-N-substituted hydrazones from aldehydes; synthesis of N-aminoazacycloalkanes from acetohydrazide scaffold and inserted to hydroxy derivatives; distinct synthesis of N,N-dibenzylhydrazines and N-benzylhydrazines from benzyl halides; synthesis of N-amino-amino acids from α-halo esters. Ecofriendly reagent N-amino-1,8-naphthalimide was regenerated with good yields by the hydrazinolysis in all procedures.

Selective reduction of N-nitroso aza-aliphatic cyclic compounds to the corresponding N-amino products using zinc dust in CO2–H2O medium

[Figure not available: see fulltext.] A new method for reduction of N-nitroso aza-aliphatic cyclic compounds employing zinc in pressurized CO2–H2O medium has been developed. H2O and NH4Cl were used as hydrogen donors, and reduction was performed under environmentally benign conditions. The presented approach allowed to obtain the respective N-amino products selectively and in excellent yields (up to 97%).

Novel route to the synthesis of chalcogenolanes, chalcogenanes, and 1,2-dichalcogenaepanes

The saturated heterocyclic compounds C4H8Y, C 5H10Y, and C5H10Y2 (Y = Se or Te) have been prepared by the reaction of 1,4-dibromobutane or 1,5-dibromopentane with potassium chalcogenides. The novelty of the route consists of the use of the hydrazine hydrate-KOH system for the reductive generation of potassium selenide, telluride, diselenide or ditelluride from elemental chalcogens.

N-heterocyclic inhibitors of TNF-α expression

N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-α expression utilizing compounds of the present invention are also disclosed.

METHOD FOR ISOMERIZING ORGANIC COMPOUND

PROBLEM TO BE SOLVED: To provide a method for isomerizing a compound bearing a hydrocarbon group having a carbon-carbon double bond which permits transfer of the carbon-carbon double bond of the compound without using a catalyst or an organic solvent. SOLUTION: The method for isomerizing the compound comprises transferring the position of the carbon-carbon double bond by causing the compound bearing the hydrocarbon group having the carbon-carbon double bond to non-catalytically react in a reaction medium in a high-temperature and high-pressure state. Thus, the isomer having the double bond transferred is obtained in a short time in one step by pressing the compound bearing the hydrocarbon group having the carbon-carbon double bond into high-temperature high-pressure water as a reaction site at a high speed. Neither waste nor wastewater to dispose of is discharged from the manufacturing processes.

MANUFACTURING METHOD OF ISOMERIZED PRODUCT OF ETHYLENICALLY UNSATURATED CARBOXYLIC ACID OR ESTER THEREOF

PROBLEM TO BE SOLVED: To provide a method for selectively manufacturing an isomerized product of an ethylenically unsaturated monocarboxylic acid or esters thereof from the ethylenically unsaturated monocarboxylic acid or esters thereof without using a catalyst or an organic solvent. SOLUTION: The manufacturing method of the isomerized product of the ethylenically unsaturated monocarboxylic acid or esters thereof comprises transferring a double bond and selectively synthesizing a stereoisomer by causing the ethylenically unsaturated monocarboxylic acid or esters thereof to non-catalytically react in a reaction medium in a high temperature and high pressure state (a subcritical state or a supercritical state). Thus, the desired isomer is selectively manufactured in a short time in a one-step process without using the organic solvent. Moreover, waste or wastewater is hardly generated in the manufacturing processes.

Non-metallocene compounds, method for the production thereof and use of the same for the polymerisation of olefins

The invention relates to a method for producing special transition metal compounds, to novel transition metal compounds and to the use of the same for the polymerisation of olefins.