O-Amino-N-oxides

Imino-l,2,4-oxadiazoline ring from o-amino-N-oxides... 

Synonyms Babassu amides, N-[3-(dimethylamino) propyl], N-oxide N-[3-(Dimethylamino) propyl] babassu amides-N-oxide Propane, 1-dimethylamino-3-[(1-oxobabassu) amino]-, N-oxide Classification Tertiary amine oxide Formula RCO-NH(CH2)3N(CH3)2 O, RCO- rep. fatty acids derived from babassu oil Uses Surfactant, cleansing agent, foam booster/stabilizer in cosmetics Trade Name Synonyms Incromine Oxide BA [Croda Inc http //www.croda.com] Babassuamidopropyl betaine CAS 223704-95-8... 

Drew et al. [18-20] showed that alterations to the heterocyclic part of the hydrazide system effectively blocked the chemiluminescent reaction. O- and N-methyl analogs, the /V-amino imide, and the corresponding aminoquinazoline-2,3-dione were not chemiluminescent under the reaction conditions used in the oxidation. 

While it has been known for some time that pyridine-1-oxides are protonated on oxygen (Gardner and Katritzky, 1957), amino-pyridine-1-oxides have attracted more attention recently. Using the Hammett equation, it was concluded that the cation of 3-amino-pyridine-1-oxide was an equilibrium mixture of O- and N-protonated forms in the ratio 8 1 (Jaffe, 1965), A similar conclusion was reached for 3-dimethylaminopyridine-l-oxide (Forsythe et al.,... 

These compounds ( 1) are synthesized from primary o-amino-phenylphosphine and various cyclization reagents, from secondary o-aminophenylphosphines under elimination of an ether and by oxidation or thermal treatment of 1,3-benzazaphospholenes (Scheme 1). In these cyclizations the NH-benzazaphospholes are formed exclusively. This underlines the C=P double bond system in these special cases to be favored over the C=N bond. A PH isomer was never observed. 

The enzymes reductively activate dioxygen using NADPH as an electron source. One oxygen atom is then reduced to water and the other atom is transferred to a substrate, resulting in the hydroxylation of alkenes and arenes, the epoxidation of alkenes and the formation of N-oxides and S-oxides from amino and sulphur compounds. Other P-450 reactions include N-dealkylation, O-dealkylation and reductase-like dehalogenation of halocarbons. Typical P-450 reactions are summarised in Ihble 5-4. 

Dihydroisoxazoles can be formed by stereoselective 1,3-dipolar cycloaddition of nitrile oxides, for example, to enantiopure allylic alcohols, and these products can be converted into -amino acids 510 by a characteristic nucleophilic addition to the C=N bond in 509 followed by reductive cleavage of the N—O bond and oxidative cleavage of the diol moiety. The facial selectivity in the nucleophilic addition is dictated by the C(5) substituent (Scheme 109), e.g., <2003JA6846, 2004SL1409, 2005JA5376>. 

The molecule of 4-amino-2-methyl-5-nitro-l,2,3-triazole 1-oxide is nearly planar, except that the hydrogen atoms of the methyl group deviate from the ring plane by 0.505, 0.918, and 0.324 A [175], Coplanarity of the nitro group with the ring plane (1.8°) is caused by intramolecular hydrogen bond O...H...N (the O...N distance is 2.851 A). This fact also explains an elongation of N6-O8 bond (1.233 A) relative to N6-07 (1.225 A). 

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