25150-61-2

Basic information

• Product Name: PYRROLIDINEHYDROCHLORIDE
• Synonyms: PYRROLIDINEHYDROCHLORIDE
• CAS NO: 25150-61-2
• Molecular Formula: C₄H₁₀N*Cl
• Molecular Weight: 0
• Mol File: 25150-61-2.mol

Chemical Properties

• Melting Point: 117-119 °C
• Boiling Point: 89.5°Cat760mmHg
• Flash Point: 2.8°C
• Appearance: /
• Density: 0.839g/cm³
• Vapor Pressure: 58.6mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: PYRROLIDINEHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PYRROLIDINEHYDROCHLORIDE(25150-61-2)
• EPA Substance Registry System: PYRROLIDINEHYDROCHLORIDE(25150-61-2)

Safety Data

• Hazardous Substances Data: 25150-61-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
PYRROLIDINEHYDROCHLORIDE is used as a pharmaceutical intermediate for the synthesis of various drugs, including Etiracetam, N-Pyrrolidinol, and Laudanosine, due to its chemical properties that facilitate the creation of these medicinal compounds.
Used in Chemical Synthesis:
PYRROLIDINEHYDROCHLORIDE is used as a chemical building block for the synthesis of a range of compounds, leveraging its reactivity and structural features to form new chemical entities in various applications.

InChI:InChI=1/C4H9N.ClH/c1-2-4-5-3-1;/h5H,1-4H2;1H

Upstream product

• 123-75-1 pyrrolidine 
• 35509-87-6 1,1-dichloro-2,2-bis-(4-nitrophenyl)ethane 
• 698-16-8 benzohydroximoyl chloride 
• 415918-91-1 N,N-bis(1-phenylethyl)dinaphtho-[2,1-d:1',2'-f] [1,3,2]dioxaphosphepin-4-amine 
• 110-61-2 butanedinitrile 
• 75-09-2 dichloromethane 

Downstream Products

• 100721-37-7 1-(4-chloro-phenyl)-2-methyl-3-pyrrolidino-propan-1-one 
• 805954-31-8 1-(4-ethyl-phenyl)-3-pyrrolidino-propan-1-one 
• 1689-02-7 N-pyrrolidinesulfonyl chloride 
• 113392-21-5 1-(4-chloro-phenyl)-3-pyrrolidino-propan-1-one 
• 31466-31-6 2-phenyl-2-(pyrrolidin-1-yl)acetonitrile 
• 296264-94-3 2,2-dimethyl-3-(N-pyrrolidinyl)propionaldehyde 
• 553-83-3 (pyrrolidine-1-carboximidoyl)-guanidine 
• 2827-43-2 6-pyrrolidin-1-yl-[1,3,5]triazine-2,4-diamine 
• 94-39-3 1-phenyl-3-(pyrrolidin-1-yl)propan-1-one 
• 87849-03-4 3-(pyrrolidin-1-yl)-1-(p-tolyl)propan-1-one 
• 4059-29-4 2-methyl-1-phenyl-3-pyrrolidino-propan-1-one 
• 101104-66-9 1t-phenyl-5-pyrrolidino-pent-1-en-3-one 
• 499974-62-8 1-(4-methoxy-phenyl)-3-pyrrolidino-propan-1-one 
• 807285-55-8 3-pyrrolidino-1-o-tolyl-propan-1-one 

Relevant articles and documents

Syntheses and Structures of [CH2(NCnH2n)2]Mo(CO)4 (n = 4,5) Complexes with Bis(cycloamine) Ligands Easily Prepared from CH2Cl2

Dipyrrolidylmethane, CH2(pyr)2, and dipiperidylmethane, CH2(pip)2, are synthesized via the condensation of their respective secondary amine precursors and dichloromethane at room temperature in the absence of light. Their use as chelating ligands is shown by the isolation and complete characterization of [CH2(pyr)2]Mo(CO)4 and [CH2(pip)2]Mo(CO)4 complexes. X-ray analysis reveals the methylene bis(cycloamines) to possess a sharp bite angle between 61° and 63° and a strong steric impact on the surrounding carbonyl ligands as a result of their ring conformations. (Chemical Equation Presented).

Straightforward access to cyclic amines by dinitriles reduction

1,1,3,3-Tetramethyldisiloxane (TMDS) and polymethylhydrosiloxane (PMHS), when associated with titanium(IV) isopropoxide, provide two convenient systems for the reduction of nitriles into the corresponding primary amines. Kinetics of the two systems have been studied by 1H NMR and demonstrated that reduction with PMHS occurs faster than with TMDS. These two titanium-based systems reduce both aromatic and aliphatic nitriles in the presence of Br, CC, NO2, OH, and cyclopropyl-ring. In the case of cyclopropyl-nitriles, the formation of secondary amines, which come from an intermolecular reductive alkylation reaction was observed. This result was exploited for the reduction of dinitriles, which led, in one-step, to azepane, piperidine, pyrrolidine, and azetidine derivatives through an intramolecular reductive alkylation reaction.

ENANTIOSELECTIVE AMINATION AND ETHERIFICATION___________________

The present invention is directed to a catalyst composition, comprising: (1) a catalyst precursor having the general structure MSXn wherein M is a transition metal selected from the group consisting of iridium, molybdenum, and tungsten; S is a coordinating ligand; X is a counterion; and n is an integer from 0 to 5; and (2) a phosphoramidite ligand having the structure wherein O-Cn-O is an aliphatic or aromatic diolate and wherein R1, R2, R3 and R4 are selected from the group consisting of substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, substituted or unsubstituted aliphatic groups, and combinations thereof, with the proviso that at least one of R1, R2, R3, or R4 must be a substituted or unsubstituted aryl or heteroaryl group. The present invention is also directed to activated catalysts made from the above catalyst composition, as well as methods of allylic amination and etherification using the above catalysts.

Cycloadditions of nitrile oxides to amidoximes. A general synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides

The cycloaddition of nitrile oxides to amidoximes is a general method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides with the same or different substituents. The yields are only moderate since an equivalent amount of the nitrile oxide is consumed by reaction with the amine released in the fragmentation of the primary cycloadducts and reforms the amidoxime. With excess nitrile oxides the 1,2,4-oxadiazole-4-oxides undergo a disproportionation reaction to yield nitroso carbonyl intermediates and 1,2,4-oxadiazoles.

KINETICS AND ISOTOPE EFFECTS OF THE β-ELIMINATION REACTIONS OF 1,1-DICHLORO-2,2-BIS-(4-NITROPHENYL)-ETHANE PROMOTED BY PIPERIDINE, PYRROLIDINE AND QUINUCLIDINE BASES IN ACETONITRILE SOLVENT

The kinetics of the reaction of 1,1-dichloro-2,2-bis-(4-nitrophenyl)ethane (I) with piperidine, pyrrolidine and quinuclidine bases in acetonitrile solvent are reported.The reaction is complex, leading to 1-amino-2,2-bis-(4-nitrophenyl)ethene (III) as the final product via the intermediate 1-chloro-2,2-bis-(4-nitrophenyl)ethene (II).The reaction shows a 100percent conversion of the substrate (I) to (II).The rate of reaction of I to II is several times faster than II to III, allowing for kinetic measurements of the initial step.The entropies of activation (ΔS*/J mol-1K-1) are negative and large (-184, -149, -145) for the reaction with piperidine, pyrrolidine and quinuclidine respectively.The free enthalpy of activation (ΔG*/kJ mol-1) are rather small, oscillating between 75-79 kJ mol-1.The kinetic isotope effects kH/kD fall between 6.8 and 7.6 at 20 deg C.The results obtained are interpreted in terms of E2H with a contribution of (E1cB)I mechanism.