17407-30-6

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 109-77-3 malononitrile 
• 676-58-4 methylmagnesium chloride 
• 5500-21-0 cyclopropropanecarbonitrile 
• 928-53-0 maleonitrile 

Downstream Products

• 136494-54-7 4-Cyclopropyl-2-imino-6-pyridin-3-yl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 136494-55-8 6-(4-Chloro-phenyl)-4-cyclopropyl-2-imino-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 136494-56-9 6-(4-Bromo-phenyl)-4-cyclopropyl-2-imino-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 136494-60-5 3-Amino-5-cyclopropyl-biphenyl-2,4-dicarbonitrile 
• 136494-57-0 4-Cyclopropyl-6-(3-fluoro-phenyl)-2-imino-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 136494-52-5 4-Cyclopropyl-2-imino-6-o-tolyl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 136494-63-8 3-Amino-4'-chloro-5-cyclopropyl-biphenyl-2,4-dicarbonitrile 
• 58124-28-0 4-cyclopropyl-3-cyano-2-aminothiophene 
• 131003-89-9 1,1-dicyano-2-cyclopropyl-4-phenyl-1,3-butadiene 
• 131003-92-4 (1R,2R,3S,8aR)-3-Benzoyl-1-(2,2-dicyano-1-cyclopropyl-vinyl)-2-phenyl-1,2,3,8a-tetrahydro-indolizine-6-carboxylic acid ethyl ester 
• 131003-93-5 3-benzoyl-1-(2,2-dicyano-1-cyclopropylvinyl)-2-phenyl-6-cyano-1,2-trans-2,3-trans-1,9-trans-1,2,3,9-tetrahydroindolizine 
• 136494-70-7 2-[6-(4-Bromo-phenyl)-3-cyano-4-cyclopropyl-1H-pyridin-2-ylidene]-malononitrile 

Relevant academic research and scientific papers

A [5 + 1] annulation strategy for the synthesis of multifunctional biaryls and: P -teraryls from 1,6-Michael acceptor ketene dithioacetals

A new type of ketene dithioacetal, 2-(3,3-bis-methylsulfanyl-1-arylallylidene)malononitriles containing 1,4 and 1,6-Michael acceptors, were synthesized to study their reactivity for the synthesis of a new molecular entity. We report a [5 + 1] annulation s

Transition metal free synthesis of multifunctional thiomethylated-benzenes from aryl/heteroaryl/cyclopropyl methyl ketones

A base-promoted strategic synthesis of various functionalized thiomethylated-benzenes has been established from aryl/heteroaryl/cyclopropyl methyl ketone. We can directly access the thiomethylated-benzene nucleus embedded with diverse functional group by

"on Water" Direct Catalytic Vinylogous Aldol Reaction of Silyl Glyoxylates

The unique reactivity of water in the direct catalytic vinylogous aldol reaction of silyl glyoxylates is reported. With the hydrogen-bonding networks from water, the unfavorable homogeneous reactions in organic solvents were severely suppressed, and the "

Molybdenum hexacarbonyl-catalyzed condensation of malononitrile with ketones and aldehydes

Molybdenum hexacarbonyl activated with pyridine or morpholine catalyzes the condensation of malononitrile with ketones and aldehydes at 140 C, which leads to alkylidenemalononitriles in 75-100% yield.

Basic ionic liquid as catalyst for the efficient and green synthesis of 2-amino-3-nitrobenzonitriles in ethanol

A basic ionic liquid, [BmIm]OH was used as catalyst in the cyclocondensation of various kinds of vinylmalononitriles with nitroolefins in ethanol at reflux. A series of 2-amino-3-nitrobenzonitriles were obtained in reasonable yields. The straightforward and green protocol was found to be fairly efficient, and the catalyst could be recycled and reused in subsequent reactions with consistent activity. The mechanism of the reaction was discussed.

Dimerization of cyclopropanecarbonitrile mediated by Grignard reagents. Formation of highly substituted pyridines

The reaction of cyclopropanecarbonitrile with ethylmagnesium bromide in diethyl ether followed by quenching with malononitrile gave the expected 2-cyano-3-cyclopropylpent-2-enonitrile (1a) in high yields. When the solvent was changed to tetrahydrofuran (THF) using ethylmagnesium chloride, low yields of 1a (12%) were obtained; the main products were two pentasubstituted pyridines, 2-amino-5-(2-chloroethyl)-3-cyano-6-cyclopropyl-4-ethylpyridine (2a, 70%) and 2-amino-3-cyano-5-(3,3-dicyanopropyl)-6-cyclopropyl-4-ethylpyridine (2c, 10%). In addition, their isomers, 2-amino-5-(2-chloroethyl)-3-cyano-4-cyclopropyl-6-ethylpyridine (3a, 7%) and 2-amino-3-cyano-5-(3,3-dicyanopropyl)-4-cyclopropyl-6-ethylpyridine (3c, 1%), were observed and identified by combined gas chromatography-mass spectrometry (GC-MS). When methyl-magnesium chloride was used (solvent THF), in addition to 1b and the isomers 2d, 2e, 3d and 3e, a tetrasubstituted pyridine, 2-amino-3-cyano-4,6-dicyclopropylpyridine (11), was formed. Similar reaction between cyclopropyl-magnesium bromide and cyclopropanecarbonitrile gave after hydrolysis about equal yields of dicyclopropyl ketone and a diketone, 1,1-di(cyclopropane-carbonyl)cyclopropane (8b). The structures of 2c and 2d were established by X-ray crystallography. Acta Chemica Scandinavica 1997.

SYNTHESIS AND NITRATION OF SOME 4-CYCLOPROPYL- AND 4-(p-CYCLOPROPYLPHENYL)-2-AMINOTHIOPHENES

A number of cyclopropyl-substituted crotononitriles have been synthesized by a Knoevenagel condensation. Reaction of these compounds with sulfur in the presence of a base gives substituted 4-cyclopropyl- and 4-cyclopropylphenyl-2-aminothiophenes, while nitration of some acetylaminothiophenes with acetyl nitrate in acetic anhydride at low temperature gives the corresponding nitro derivatives.