7064-06-4

Basic information

• Product Name: 4-methyl-2-oxo-5-[(4-oxo-3-propyl-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-1-propyl-6-pyrrolidin-1-yl-1,2-dihydropyridine-3-carbonitrile
• CAS NO: 7064-06-4
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 430.5867
• Mol File: 7064-06-4.mol

Chemical Properties

• Boiling Point: 448.1°C at 760 mmHg
• Flash Point: 224.8°C
• Density: 1.33g/cm³
• Vapor Pressure: 3.19E-08mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 4-methyl-2-oxo-5-[(4-oxo-3-propyl-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-1-propyl-6-pyrrolidin-1-yl-1,2-dihydropyridine-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-2-oxo-5-[(4-oxo-3-propyl-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-1-propyl-6-pyrrolidin-1-yl-1,2-dihydropyridine-3-carbonitrile(7064-06-4)
• EPA Substance Registry System: 4-methyl-2-oxo-5-[(4-oxo-3-propyl-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-1-propyl-6-pyrrolidin-1-yl-1,2-dihydropyridine-3-carbonitrile(7064-06-4)

Safety Data

• Hazardous Substances Data: 7064-06-4(Hazardous Substances Data)

Upstream product

• 55134-78-6 3-methyl-5-phenyl-2-trimethylsilanyloxy-isoxazolidine 
• 100-42-5 styrene 
• 79-24-3 Nitroethane 
• 683-58-9 acetohydroximoyl chloride 
• 86260-81-3 O-(Trimethylsilyl)acetohydroximoyl Chloride 
• 139365-99-4 acetaldehyde oxime O-tributylstannyl ether 
• 70367-29-2 3-benzenesulfonyl-5-phenyl-4,5-dihydro-isoxazole 
• 917-54-4 methyllithium 
• 3145-76-4 (2-methylcyclopropyl)benzene 
• 70769-75-4 (Z)-1-Phenyl-3-phenylsulfanyl-but-2-en-1-one 
• 70769-72-1 1-phenyl-3-ethylsulfenyl-2-buten-1-one 
• 77252-92-7 3-ethoxy-1-phenyl-but-2-en-1-one 
• 52266-19-0 3-(ethylamino)-1-phenyl-2-butene-1-one 
• 4866-54-0 (2-methyl-cyclopropyl)-benzene 

Downstream Products

• 25756-06-3 3-amino-1-phenyl-1-butanol 
• 124852-33-1 (R^*,5R^*)-3-methyl-3,5-diphenylisoxazolidine 
• 1567-89-1 N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine 
• 1157-84-2 1-benzylidene-2-(2,4-dinitrophenyl)hydrazone 
• 73661-54-8 3,4-Dimethyl-5-phenyl-2-isoxazolin 
• 55134-83-3 5-phenyl-3-ethyl-Δ²-isoxazoline 
• 73661-54-8 (4S,5R)-3,4-Dimethyl-5-phenyl-4,5-dihydro-isoxazole 
• 5381-93-1 1-hydroxy-1-phenyl-3-butanone 
• 66417-92-3 4-phenyl-2-butanone oxime 
• 127707-63-5 2-phenyl-2-hydroxyethyl acetate 
• 127707-64-6 2-hydroxy-1-phenylethyl acetate 
• 100-52-7 benzaldehyde 
• 67-64-1 acetone 
• 1896-62-4 (E)-benzalacetone 

Relevant articles and documents

Study of the Features of the Reaction of Arylcyclopropanes with Nitrozonium Ethyl Sulfate or Nitrozonium Tetrafluoroborate

Abstract: The reactions of diaryl-, aryl-, and alkyl–arylcyclopropanes with ethyl nitrite in the presence of sulfur trioxide and sulfur trioxide dioxane complex, as well as the reactions of 1-alkyl-2-arylcyclopropanes with NOBF4 were studied. It was found that the attack of the nitrosonium cation, accompanied by the formation of a benzyl carbocation, leads to the formation of isoxazolines. The introduction of bulky alkyl substituents into the cyclopropane ring changes the regioselectivity of nitrosation, favoring the attack of the electrophilic particle on the benzyl position and leading to the competitive formation of an alkyl carbocation. Depending on the structure of the alkyl substituent, both products of intramolecular heterocyclization accompanied by skeletal rearrangements and products formed with the participation of an external nucleophile are formed.

Generation of nitrile oxides from oximes using t -BuOI and their cycloaddition

tert-Butyl hypoiodite (t-BuOI) was found to be a powerful reagent for the cycloaddition of oximes and alkenes/alkynes, leading to the formation of a variety of isoxazolines or isoxazoles under mild conditions.

Δ2-isoxazolines from arylcyclopropanes: III. Phenylcyclopropanes substituted in three-membered ring in reaction with nitrosyl chloride activated with oxides of sulfur(IV, VI)

The reaction of phenylcyclopropanes substituted in the three-membered ring with nitrosyl chloride activated with sulfur(IV, VI) oxides provided in good yield substituted 5-phenylisoxazolines as a mixture of structural isomers.

Asymmetric reduction of racemic 2-isoxazolines

The kinetic resolution of racemic 2-isoxazolines was carried out by asymmetric reduction using borane with 1,2-amino alcohols as a chiral source. Using excess BH3-THF in the presence of (-)-norephedrine, optically active 1,3-amino alcohol derivatives were obtained with good ee but in lower yield, while the optically active substrates 2-isoxazolines were recovered with modest ee. The asymmetric reduction using 2.0 equiv of BH3-SMe2 was investigated as an alternative strategy for the synthesis of optically active products. After reduction, treatment of the resulting mixture with Et3N was successful in providing optically active isoxazolidine derivatives in good yields and with good ee. The choice of chiral source was also shown to have a significant effect. In particular, the use of (S)-α,α-diphenyl-2-pyrrolidinemethanol reversed the enantioselectivity of the recovered substrates.

4,5-Dihydroisoxazoles by copper(II)-catalysed condensation of primary nitroalkanes with dipolarophiles

Primary aliphatic nitro compounds condense with substituted alkenes to give 4,5-dihydroisoxazoles under copper(II) acetate catalysis in the presence of tertiary amines. Apparently nitrile oxides are not intermediates, as no furoxans are detected in these

A method for generating nitrile oxides from nitroalkanes: A microwave assisted route for isoxazoles

A convenient route has been developed for generation of nitrile oxides in situ from nitroalkanes under very mild conditions using microwave irradiation, using 4-(4,6-dimethoxy[1,3,5]triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) and DMAP as catalyst.

Transformations of arylcyclopropanes under the action of dinitrogen tetroxide

p-Bromophenylcyclopropane, 1- and 2-methylphenylcyclopropanes, and 1,2-di-p-tolyl- and l,2-bis(p-methoxyphenyl)cyclopropanes react with N2O4with opening of the three-membered ring. Reactions of p-methoxyphenylcyclopropane, 6-cyclopropyl-l,4-benzodioxane, and 2-cyclopropylfluorene yield the corresponding nitroaromatic derivatives with conservation of the cyclopropane ring. The nitration of p-methoxyphenylcyclopropane is accompanied by demethylation. 2-Nitro- and 4-nitrophenylcyclopropanes, as well as l-chloro-2-phenylcyclopropane, do not react with N2O4 under the same conditions. The differences in the behavior of arylcyclopropanes in reactions with N2O4 are explained by the different action of nitrosonium ion in the first reaction step: It acts as either electrophilic species capable of initiating opening of the cyclopropane ring or one-electron oxidant converting the initial arylcyclopropanes into the corresponding radical cations which are precursors of Wheland σ complexes responsible for aromatic nitration. copy;1998 MAHK "Hayka/Interperiodica".

An improved method for preparation of nitrile oxides from nitroalkanes for in situ dipolar cycloadditions

A new method has been found for generation of nitrile oxides in situ from nitroalkanes under mild conditions. Thus, reaction of nitroalkanes 1 with di-tert-butyl dicarbonate (2) and 4-dimethylaminopyridine (3) as catalyst in the presence of dipolarophiles

Generation of Nitrile Oxides via O-Tributylstannyl Aldoximes; Application to the Synthesis of Isoxazolines and Isoxazoles

Nitrile oxides were generated readily by the reaction of aldoximes 1, with tert-butyl hypochlorite and bis(tributyltin) oxide.The reaction proceeded efficiently under mild conditions, in which O-stannylated aldoximes 2 are thought to be key intermediates.This reaction system was applicable to the one-pot syntheses of isoxazole derivatives 4 and 5 in the presence of dipolarophiles via a cycloaddition.