760178-50-5

Basic information

• Product Name: 2,5-Dihydro-1H-pyrrole
• Synonyms: 1H-Pyrrole,2,5-dihydro-;2,5-Dihydro-1H-pyrrole
• CAS NO: 760178-50-5
• Molecular Formula: C4H7N
• Molecular Weight: 69.11
• EINECS: 203-723-1
• Mol File: 760178-50-5.mol

Chemical Properties

• Boiling Point: 90.999 °C at 760 mmHg
• Flash Point: 5.829 °C
• Appearance: /
• Density: 0.886g/cm³
• Vapor Pressure: 54.872mmHg at 25°C
• Refractive Index: 1.461
• Storage Temp.: -20°C
• Solubility: soluble in Alcohol,Chloroform,Ether.
• PKA: pK1:-0.27(+1) (25°C)
• Water Solubility: Miscible
• Merck: 14,8017
• BRN: 103173
• CAS DataBase Reference: 2,5-Dihydro-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dihydro-1H-pyrrole(760178-50-5)
• EPA Substance Registry System: 2,5-Dihydro-1H-pyrrole(760178-50-5)

Safety Data

• Hazard Codes: F:Flammable;;
• Statements: R11:; R34:
• Safety Statements: S16:; S26:; S36/37/39:; S45:
• RIDADR: UN 2733 3/PG 2
• WGK Germany: 3
• F: 3-10-19-23
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 760178-50-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

InChI:InChI=1/C4H7N/c1-2-4-5-3-1/h1-2,5H,3-4H2

Upstream product

• 7153-66-4 <(Z)-4-chloro-2-butenyl>ammonium chloride 
• 63468-63-3 2,5-dihydro-1H-pyrrole hydrochloride 
• 63603-33-8 2,5-dihydropyrrole-1-carboxylic acid methyl ester 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 124-02-7 diallylamine 
• 6972-81-2 ethyl 2,5-dihydro-1H-pyrrole-1-carboxylate 
• 1476-11-5 Z-1,4-dichlorobutene 
• 109-97-7 pyrrole 

Downstream Products

• 101889-80-9 1-(4-trans-styryl-benzyl)-2,5-dihydro-pyrrole 
• 492450-91-6 [(S)-1-(2,5-Dihydro-pyrrole-1-carbonyl)-2-methyl-propyl]-carbamic acid benzyl ester 
• 492450-92-7 [(S)-1-(2,5-Dihydro-pyrrole-1-carbonyl)-3-methylsulfanyl-propyl]-carbamic acid benzyl ester 
• 250681-42-6 N-{5-[3-fluoro-5-(3-pyrrolin-1-yl)benzamido]-2-methylphenyl}-4-diethylaminomethylbenzamide 
• 219583-73-0 1-[(2-nitrobenzene)sulfonyl]-2,5-dihydro-1H-pyrrole 
• 173549-40-1 1-(3-phenylpropanoyl)-2,5-dihydropyrrole 
• 113342-96-4 1-(2,4-dinitro-phenyl)-2,5-dihydro-pyrrole 

Relevant articles and documents

Method for preparing 3-pyrroline based on improved activated zinc powder

The invention discloses a method for preparing 3-pyrroline based on improved activated zinc powder, and belongs to the technical field of medicines, wherein dimethyl sulfoxide is used as a solvent, aromatic carboxylic acid is used for activating zinc powder, active zinc powder is obtained after filtering, the active zinc powder reacts with hydrochloric acid to generate reactive hydrogen, and the reactive hydrogen is used for selectively hydrogenating pyrrole to generate 3-pyrroline. According to the invention, aromatic carboxylic acid used in the invention not only can remove zinc oxide on the surface of the zinc powder, but also can form a coordination compound with a spatial network structure with zinc, so that the safety of the activated zinc powder is enhanced, and the reaction activity of the zinc powder and the selectivity of a pyrrole selective hydrogenation reaction are effectively improved; through the dispersion effect of dimethyl sulfoxide on the zinc powder, the activation effect of the zinc powder is enhanced; and dimethyl sulfoxide complexed on the surface of active zinc in the process of selective hydrogenation of pyrrole can effectively capture hydrogen ions and transmit the hydrogen ions to zinc powder, so that the generation of reactive hydrogen is promoted, and the conversion rate of the reaction is improved.

CRYSTAL AND SALT OF NITROIMIDAZOLE, AND MANUFACTURING METHOD THEREOF

The present invention discloses a crystal form and salt of a nitroimidazole compound, and a manufacturing method thereof. The invention further comprises an application of the crystal form and salt in preparing a pharmaceutical product for preventing and treating an infection caused by Mycobacterium tuberculosis or another microbe.

Sequential reactions with Grubbs catalyst and ad-mix-α//βusing pdms thimbles

Incompatible Grubbs catalyst and an osmium dihydroxylation catalyst were site-isolated from each other using polydimethylsiloxane thimbles. The Grubbs catalyst was added to the interior of the thimbles, and AD-mix-α//β was added to the exterior. Organic substrates readily fluxed through the walls of the thimbles and reacted with each catalyst. A series of cascade reactions were developed including those with intermediates possessing low boiling points or that were foul smelling.

Practical one-pot and large-scale synthesis of N-(tert-butyloxycarbonyl)-3- pyrroline

N-(tert-Butyloxycarbonyl)-3-pyrroline was prepared with high purity in large scale starting from cis-1,4-dichloro-2-butene via delepine reaction and subsequent cyclization in the presence of potassium carbonate followed by N-Boc protection in methanol.Judicious selection of base and solvent led to the use of a single solvent, i.e., methanol, for cyclization as well as for N-Boc protection to render the one-pot process from compound 2 more practical and greener than the stepwise version.

Heterocyclic lithium amides as chiral ligands for an enantioselective hydroxyalkylation with n-BuLi

(Chemical Equation Presented) Chiral heterocyclic structures based on 3-aminopyrrolidines (3APs), 3-aminotetrahydrothiophens (3ATTs), and 3-aminotetrahydrofurans (3ATFs) have been synthesized. The corresponding lithium amides have been evaluated as chiral ligands in the condensation of n-BuLi on o-tolualdehyde. The returned levels of induction were in the 46-80% ee range. The cheap and easily prepared 3ATFLi's turned out to be also the best ligands, giving access to the expected R or S alcohols in a same 80% level of induction at -78°C in THF. In all cases, the sense of induction depends on the absolute configuration of C8 on the 3-amino appendage. A general concept is proposed to rationalize the process of induction in the presence of organolithium species.

RUTHENIUM COMPOUNDS, THEIR PRODUCTION AND USE

A new class of compounds is disclosed that in preferred embodiments relate to Ru-based catalysts suitable for use in olefin metathesis reactions. Such compounds demonstrate high rates of catalytic turnover in comparison with other Ru catalysts known in the art. Moreover, the catalysts are highly stable, and readily suited to attachment to a solid support via the anionic ligands. In preferred embodiments the compounds present significant advantages by permitting facile isolation of active catalyst. The invention also pertains to methods of producing the catalysts, and their use in catalyzing olefin metathesis reactions.

Organolithium-induced synthesis of acyclic unsaturated amino alcohols from epoxides of dihydropyrroles and tetrahydropyridines

The alkylative double ring-opening of Bus-protected 2,5-dihydropyrrole epoxides 13 and 29 with organolithiums to give 3-substituted 1-aminobut-3-en-2-ols 13-19 and 30-32 are described. Bus-protected tetrahydropyridine epoxide 38 reacts with organolithiums to give 4-substituted 1-aminobut-4-en-3-ols 39 and tetrahydropyridinol 40.

Unsaturated 1,2-amino alcohols from dihydropyrrole epoxides and organolithiums

The alkylative double ring-opening of Bus-protected 2,5-dihydropyrrole epoxide 11 with organolithiums to give 3-substituted 1-aminobut-3-en-2-ols 13-19 is described.

Generation of cyclopenta[c]piperidines and pyrrolo[3,4-c]piperidines-Potential substance P antagonists - From adducts of cyclic dienophiles and 5-chloro-6-methyl-3-phenyl-2H-1,4-oxazin-2-one

1,1,4,4-Tetrasubstituted cyclopenta[c]piperidines and the corresponding 4,4,7,7-pyrrolo[3,4-c]piperidines have been synthesised via cycloaddition of 5-chloro-6-methyl-3-phenyl-2H-1,4-oxazin-2-one with cyclopentene and 3-pyrroline derivatives, respectively, followed by reductive opening of the lactone-bridged adducts. The axial-equatorial conformational preferences of the substituents in these cis-fused bicyclic systems were opposite to those for the monocyclic piperidine analogues. The specific array of functional groups in the bicyclic aminoalcohols was used to accommodate, in stereocontrolled fashion, variable pharmacophoric groups that are of interest for substance P antagonist activity. (C) 2000 Elsevier Science Ltd.

14-substituted marcfortines and derivatives useful as antiparasitic agents

There are disclosed 14α-hydroxymarcfortine derivatives of the natural products marcfortine A, B, C, and D useful in the treatment and prevention of helminth and arthropod infections of animals and plants. The synthetic derivatives are of Formula (I). STR1