Tetrahydro-p-oxazine

Synonyms AI3 01231 AIDS-18605 BASF 238 BRN 0102549 Caswell No. 584 CCRIS 2482 Diethene oxamide Diethyleneimide oxide Diethyleneimid oxide Diethylene oximide Diethyl-enimide oxide Drewamine EINECS 203-815-1 EPA pesticide chemical code 054701 Morpholin NA 1760 NA 2054 NSC 9376 l-Oxa-4-azacyclohexane Tetrahydro-l,4-isoxazine Tetrahydro-l,4-oxazine Tetrahydro-p-oxazine Tetrahydro-2//-l,4-oxazine UN 2054. 

TETRAHYDRO-p-OXAZINE (110-91-8) Forms explosive mixture with air (flash point 98°F/37°C). A strong organic base. Violent reaction with acids, strong oxidizers, cellulose nitrate, nitromethane. Incompatible with organic anhydrides, isocyanates, vinyl acetate, acrylates, substituted allyls, alkylene oxides, epichlorohydrin, ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactam solution, nitrocompounds, perchlorates. Attacks aluminum, copper, lead, tin, zinc, and their alloys, and some plastics, rubber, and coatings. 

SYNONYMS diethylene imidoxide, diethylene oximide, diethylenimide oxide, tetrahy-dro-1,4-isoxazine, tetrahydro-p-oxazine. 

Tetrahydro. p. oxazine, diethyeneimide oxide, tetrahydro-l,4-isoxazine Reference codes... 

Synonyms/Trade Names Diethylene imidoxide Diethylene oximide Tetrahydro-1,4-oxazine Tetrahydro-p-oxazine ... 

Synonyms Diethyleneimide oxide Diethylene imidoxide Diethylene oximide Diethylenimide oxide 1-Oxa-4-azacyclohexane Tetrahydro-1,4-isoxazine Tetrahydro-p-isoxazine Tetrahydro-1,4-oxazine Tetrahydro-2H-1,4-oxazine Tetrahydro-4H-1,4-oxazine Tetrahydro-p-oxazine Classification Heterocyclic sec. amine Empincal C4H9NO Formula C4H8ONH... 

Tetrahydrobenzene, see Cyclohexene Tetrahydro-o-cresol, see o-Methylcyclohexanone Tetrahydro-1,4-dioxin, see 1,4-Dioxane Tetrahydro-p-dioxin, see 1,4-Dioxane Tetrahydro-1,4-isoxazine, see Morpholine Tetrahydro-1,4-oxazine, see Morpholine Tetrahydro-p-isoxazine, see Morpholine Tetrahydro-2//-l,4-oxazine, see Morpholine... 

MORPHOLINE Tetrahydro-2H-2,4-oxazine, Tetrahydro-p-oxazlne, Diethylene imldoxide Flammable Liquid, III 2 3 0... 

SYNS DIETHYLENE IMIDE OXIDE DIETHYLENE IMIDOXIDE DIETHYLENE OXIMIDE DIETHYL-ENTMIDE OXIDE MORPHOLINE, AQUEOUS MIXTURE. pOT) 1-OXA-4-AZACYCLOHEXANE TETRAHYDRO-p-ISOXAZINE TETRAHYDRO-1,4-ISOXAZINE TETRAHYDRO-1.4-OXAZINE TETR. HYDRO-2H-l, 4-OXAZINE... 

The ratio of 33A and 33B proved to be slightly solvent-dependent (Table V). The reactions of 3-amino-l,2-propanediol with substituted aromatic aldehydes in CDC13 resulted in five-component ring-chain tautomeric equilibria. Besides the open-chain form 34A, two epimeric oxazolidines (34B and 34B ) and two epimeric tetrahydro-l,3-oxazines (34C and 34C ) were identified in the tautomeric mixture. The proportions of the tautomers in the equilibrium for X = p-NC)2 were [34A] [34B] [34B ] [34C] [34C ] = 40.7 7.0 5.9 9.7 36.7 (94MI1, 94MI2). 

PET activations of cyclic tertiary amines utilizing 1,4-dicyanonaphtha-lene (DCN) as electron acceptor have been studied by Pandey et al. [37]. The iminium cationic intermediates are generated via a electron-proton-electron (E-P-E) transfer sequence in a highly regiospecific fashion and as an example, tetrahydro-l,3-oxazines (26) were synthesized from substrates 25 with high control of regio- and stereoselectivity (Sch. 16). 

The drugs were dissolved in saline and stored in a concentration of 100 pmol/ml for subcutaneous (s.c.) and 50 pmol/ml for per oral (p.o.) administration and diluted, if necessary, with saline before administration. A volume of 1 ml/kg was administered for s.c. administration and 2 ml/kg for p.o. administration. The drugs that were used were 6-(N,N-di- -propylamino)tetrahydrobenzo[A]thiophene (34), 5-(N,N-di- -propylamino)tetrahydro-benzo[/)]thiophene (35), 5-hydroxy-2-(N,N-di- -propylamino)tetralin (5-OH-DPAT, 9), trans-2,3,4a,5,6,10b-hexahydro-4//-thianaphth[4,5e][l,4]oxazine (38) and /raws-N-w-propyl-... 

Jacob, P., Ill Benowitz, N.L. Yu, L. and Shulgin, A.T. Determination of (S)-nicotine N-l oxide by gas chromatography following thermal conversion to 2-methyl-6-(3-pyridyl)-tetrahydro-l,2-oxazine. Analyt Chem 58 2218, 1986. 

Morpholine (tetrahydro-l,4-oxazine) adopts a chair conformation. The enthalpy difference between the equatorial and axial position of the NH group (2.63 kJ moh ) is similar to that for piperidine (see p 360) and favours the equatorial conformation. 

The tetrahydro-l,3-oxazine (132) from cyclohexanone and aminopro-panol was converted to the diazo-intermediate (133) and cyclised using rhodium acetate to the tra i-P-lactam (134). Non-selective reduction of the ketone gave both hydroxy epimers. Progression through the sequence as outlined provided the thiol-ester phosphorane (138) possessing the required ( )-acetamidoethenyl substituent. Cyclisation in boiling toluene gave the two epimers of (139) which were separated, and deprotected to afford (+)-MM 22383 (140) and ( )-iV-acetyldehydrothienamycin (141). 

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