132170-82-2

Upstream product

• 132170-79-7 (1E,3E)-1,4-bis(diethylammino)-2,3-dinitro-1,3-butadiene 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 4732-62-1 1,4-diphenyl-2,3-bis(hydroxyimino)butane 
• 1357385-98-8 1,4-diphenyl-3-nitro-9H-carbazole 
• 1357386-01-6 1,4-diphenyl-2-nitro-9H-carbazole 
• 13832-10-5 1,4-Diphenylbutane-2,3-dione 
• 75389-00-3 3,4-dibenzyl-1,2,5-oxadiazole-2-oxide 
• 143378-25-0 1,4-diphenyl-2,3-butanedione dioxime 
• 145473-63-8 C₁₆H₁₇NO₂ 

Relevant academic research and scientific papers

Uncommon 1,2-migration of a nitro group within a β-nitrostyryl moiety: Synthetic scope and mechanistic details

The unusual migration of a nitro group from the β- to the α-position of a β-aryl-α-nitroethenyl moiety, following a nitrocyclopropane to isoxazoline N-oxide isomerization, has been studied from a mechanistic and synthetic points of view. As a result, two series of isomeric isoxazoline N-oxides could be obtained under controlled conditions. When reacted with diazomethane, a model transposed isoxazoline cleanly furnished a new, interesting pyrazolylisoxazole. Copyright

Synthetic exploitation of the ring-opening of 3,4-dinitrothiophene. Access to 1,4-disubstituted 2,3-dinitro-1,3-butadienes and 2,3-diaminobutanes

The reactions of 1,4-bis(diethylamino)-2,3-dinitro-1,3-butadiene 1 (deriving from ring-opening of 3,4-dinitrothiophene with diethylamine) with one mole of Grignard reagents give, together with disubstituted products 1,4-dialkyl- and 1,4-diaryl-2,3-dinitro-1,3-butadienes 2, the monosubstituted 1-alkyl-4-diethylamino- and 1-aryl-4-diethyl-amino-2,3-dinitro-1,3-butadienes 8 in yields dependent on the nature of the reagent employed. Aryl-substituted compounds 8 undergo a highly regioselective reaction with aryl Grignard reagents to furnish good yields of 1-Ar1-4-Ar2-2,3-dinitro-1,3-butadienes 9. Preliminary results are also reported on the transformation of some dinitrobutadienes 2 and 9 into the corresponding 1,4-disubstituted 2,3-diaminobutanes 10.

Synthetic exploitation of the ring-opening of 3,4-dinitrothiophene. Access to 1,4-disubstituted 2,3-dinitro-1,3-butadienes and 2,3-butanedione dioximes

The optimized ring-opening reaction of 3,4-dinitrothiophene 1 with either primary or secondary amines leads to 1,4-bis(alkylamino)- and 1,4-bis(arylamino)- 2 or 1,4-bis(dialkylamino)-2,3-dinitro-1,3-butadienes 3 in satisfactory to excellent yields. While

SYNTHETIC EXPLOITATION OF THE RING-OPENING OF 3,4-DINITROTHIOPHENE. A NOVEL ACCESS TO 1,4-DIALKYL- AND 1,4-DIARYL-2,3-DINITRO-1,3-BUTADIENES

(E,E)-1,4-Bis(diethylamino)-2,3-dinitro-1,3-butadiene (2a), obtained from the ring-opening of 3,4-dinitrothiophene, reacts with Grignard reagents in THF to give good yields of 1,4-disubstituted (Et, cy-Hex, Ph) 2,3-dinitro-1,3-butadienes (3a-c) having almost exclusively (E,E) configuration.