16596-41-1

Basic information

• Product Name: 1-AMINOPYRROLIDINE
• Synonyms: 1-AMINOPYRROLIDINE;1-AMINO TETRAHYDROPYRROLE;1-PYRROLIDINAMINE;Pyrrolidine, 1-amino-;N-Aminopyrrolidine;Nsc80647;pyrrolidin-1-aMine hydrochloride
• CAS NO: 16596-41-1
• Molecular Formula: C₄H₁₀N₂
• Molecular Weight: 86.14
• Product Categories: Pyrrole&Pyrrolidine&Pyrroline
• Mol File: 16596-41-1.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 112.26 °C at 760 mmHg
• Flash Point: 28.125 °C
• Appearance: /
• Density: 0.986 g/cm³
• Vapor Pressure: 21.9mmHg at 25°C
• Refractive Index: 1.497
• PKA: 8.19±0.20(Predicted)
• CAS DataBase Reference: 1-AMINOPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINOPYRROLIDINE(16596-41-1)
• EPA Substance Registry System: 1-AMINOPYRROLIDINE(16596-41-1)

Safety Data

• Hazardous Substances Data: 16596-41-1(Hazardous Substances Data)

Usage

General Description

1-Aminopyrrolidine, also known as pyrrolidine-2,5-diamine, is a chemical compound with the molecular formula C4H10N2. It is a cyclic organic compound containing a pyrrolidine ring with an amino group attached at the first carbon atom. 1-Aminopyrrolidine is a white to off-white crystalline solid that is soluble in water and has a melting point of around 166-168°C. It is commonly used as a precursor in the synthesis of pharmaceuticals and agrochemicals, as well as a chelating agent in coordination chemistry. The compound has also been studied for its potential use as a drug delivery system and in organic synthesis.

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 
• 123-75-1 pyrrolidine 
• 503-64-0 (Z)-but-2-enoic acid 
• 107-93-7 (E)-but-2-enoic acid 
• 7803-57-8 hydrazine hydrate 

Downstream Products

• 109793-65-9 [1-Phenyl-eth-(Z)-ylidene]-pyrrolidin-1-yl-amine 
• 150929-60-5 2-chloro-5-nitro-N-(1-pyrrolidinyl)benzamide 
• 1026059-02-8 methyl-[2-phenyl-1-(pyrrolidin-1-ylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester 
• 17288-78-7 4-chlorobenzaldehyde N,N-tetramethylenehydrazone 
• 60144-33-4 (E)-1-phenyl-N-pyrrolidin-1-yl-methanimine 
• 1170062-51-7 5-(4-cyclopropylphenyl)-1-phenyl-4-methyl-N-pyrrolidin-1-yl-1H-pyrazole-3-carboxamide 
• 1034891-20-7 5-(4-cyclopropylphenyl)-1-(2,4-dichlorophenyl)-4-ethyl-N-pyrrolidin-1-yl-1H-pyrazole-3-carboxamide 
• 690265-92-0 1-[3-(4-bromophenylprop-2-ynyl)]pyrrolidine 
• 1489248-16-9 4-(3-methoxybenzoyl)-N-pyrrolidin-1-yl-benzamide 
• 1246924-43-5 6-[3-(3,4-Difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-N-pyrrolidin-1-yl-nicotinamide 

Relevant articles and documents

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 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).

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%).