2.6- Dimethyl-4-nitromethyl

Dimethyl-2,2,4,4-tetranitropentane 2,3-Dimethyl-3,4-dinitro-2,3-bis (nttromethyl) butane 2,5-Dimethyl-2,33,4,4,5-hexanitro-hexane 3,4-Dimethyl-2,2,3,4,5,5-hexanitro-hexane and 2,2,4,4-Tetrakis (nitromethyl) pentane. Ref 2 details a listing of a variety of methods attempted in these unsuccessful syntheses... 

Among heteroaromatic compounds able to react with nitrile oxides as dipo-larophiles, furan, probably, is the best known. Recently, a novel nitrile oxide was generated from a sulfoximine and converted in situ to a cycloadduct with furan (Scheme 1.25) (287). The starting racemic N-methyl-S-nitromethyl-S-phenylsul-foximine 124 was prepared in 87% yield via nitration of N,S-dimethyl-S-phenyl-sulfoximine. Reaction of 124 with p-chlorophenyl isocyanate and a catalytic quantity of triethylamine, in the presence of furan, afforded dihydrofuroisoxazole 125, the product of nitrile oxide cycloaddition, in 42% yield (65 35 diastereomer ratio). The reaction of 125 with phenyllithium and methyllithium afforded compounds 126, which are products formed by replacement of the sulfoximine group by Ph and Me, respectively. 

Bei der Umsetzung von 6-Acetoxy-3,6-dimethyl-3-nitro-l,4-cyclohexadien mit katalyti-schen Mengen Schwefelsaure erhalt man in Deutero-trichlor-methan neben 40% 1,4-Di-methyl-2-nitro-benzol noch 40% l-Methyl-4-nitromethyl-benzol, 15% Essigsaure-(4-me-thyl-benzylester) und 5% 4-Methyl-benzaldehyd4. 

Preparation of frans-(3,4-dimethyl-l-nitromethyl-cyclopentyl)-acetic acid ethyl ester... 

N- [3,5-Dimethyl-4[(nitromethyl)sulphonyl]phenyl]benzene-sulphoamide... 

Dinitrobutane 2-Methyl-l, 1,2-trinitropro-pane 2,2-Dimethyl-1,1,1-trinitropropane 2,2-Dimethyl-1,1,3-trinitropropane 1,3-Dinitro-2-methyl-2-(nitromethyl) propane 2,2-Dimethyl-... 

D i(3-nitro-S-methyl-4-hydroxyphenyl) -dimethyl methane Or Di(nitromethyl-hydroxy-phenyl) -propane. See 2,2-Bis(3-nitro-5-nethyl-4-hydroxypheny0 propane in Vol 2, p B152-L... 

The synthetic potential of singlet oxygen may be used to effect the conversion of dimethyl 1-(nitromethyl)alkyIphosphonates into dimethyl 1-formylalkylphosphonates. Thus, treatment of a Rose Bengal-sensitized solution of dimethyl l-(nitromethyl)ethylphosphonate and MeONa in MeOH with singlet oxygen affords dimethyl 1-formylethyIphosphonate in 80% yield. A temperature dependence of the yield has been observed. For the reaction with dimethyl l-(nitromethyl)eth-ylphosphonate in MeOH at 10°C, 0°C, and -78°C, the conversions are 50%, 60%, and 100%, respectively. The higher yield at low temperature may reflect increased stability of the intermediate... 

Yamashita, M., Sugiura, M., Oshikawa, T., and Inokawa, S., Synthesis of dimethyl (1-nitromethyl-alky l)phosphonates and their conversion to dimethyl (1-formylalkylphosphonates by oxidation with ozone. Synthesis, 62, 1987. 

Bromonitromethane is a versatile electrophile which is attacked by dimethyl sulphide initially to give the nitromethyl sulphonium... 

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