Showing papers on "Oxazolidine published in 1973"

Substd oxazolidines and thiazolidines prepn - by reaction of oxazolidin inter and acid chloride, phytotoxicity antagonists for grain crops

Abstract: Substd oxazolidine or thiazolidine derivs of formula (I)- (where X=-O or -S; R=haloalkyl, alkyl or alkylthio; R1, R2, R3, R4, R5 and R6 are independently H, lower alkyl, alkoxyalkyl or lower alkylol; whereby R cannot be dichloromethyl when X=-O R1 and R2=H or methyl; and R3, R4, R5 and R6 are each H), are prepd by reaction of oxazolidin- or thiazolidin inters with acid chloride in the presence of triethylamine as HCl-acceptor. (I) may be used as antagonists to damage to cereals caused by various herbicides such as esp. those of the thiocarbamate-type. (I) can protect cultures against damage or increase their tolerance to these herbicides. Alternatively (I) can influence the herbicidal act, of thiocarbamates to make them more selective. Some of (I) have broad-spectrum herbicidal act. and may be used in herbicidal-, plant-growth regulating-, nematocidal-, algicidal-, bacteriostatically-active - or fungicidal mixts.

2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazines

Abstract: 2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing β-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro(or hydroxy)pyrazine with a 5-hydroxy-methyl(or sulfonyloxymethyl)oxazolidine followed by acid hydrolysis.

Herbicidal n-haloacyl (2-alkylated) oxazolidines

Abstract: N-haloacyl oxazolidines mono or dialkylated with C1-12 alkyl groups at the 2-position and with C1-8 alkyl groups in the 4 and 5 positions of the oxazolidine ring have been found to be selective herbicides for the protection of crop plants.

N-fluoro-compounds. Part V. Photochemical reactions of perfluoro-N-fluoromorpholine, and a re-investigation of its thermal decomposition; preparation and properties of perfluoromorpholin-N-oxyl

Abstract: U.v. irradiation of perfluoro-N-fluoromorpholine in the presence of perfluorocyclobutene yields perfluorobicyclobutyl, perfluoro-NN′-bimorpholyl, and perfluoro-(N-cyclobutylmorpholine). Pyrolysis of the last product gives perfluoro-(N-vinylmorpholine), photochemical bromination of which provides perfiuoro-[N-(1,2-dibromoethyl)-morpholine], a compound also formed, together with N-(2-bromo-1,2,2-trifluoroethyl)octafluoromorpholine, when the vinyl derivative is subjected to photochemical hydrobromination. U.v. irradiation in silica–Pyrex apparatus of perfluoro-N-fluoromorpholine, either alone or in the presence of oxygen, yields, inter alia, the N–O–N compound perfluoro-[N-(morpholino-oxy)morpholine]. Pyrolysis of this product gives perfluoromorpholin-N-oxyl, perfiuoro-NN′-bimorpholyl, perfiuoro-(6-morpholino-oxy-2-aza-5-oxahex-1-ene), perfiuoro-(6-morpholino-oxy-2-aza-5-oxahex-2-ene), perfluoro-5,6-dihydro-2H-1,4-oxazine, perfluoro-N-fluoromorpholine, and, if the decomposition is carried out at low pressure, a compound believed to be perfluoro-[N-(morpholino-oxymethyl)oxazolidine]. Perfluoro-(4-morpholino-oxy-3-oxabutyric) acid and its amide can be obtained via hydrolysis of the azahexenes. Perfluoromorpholin-N-oxyl reacts with nitric oxide, tetrafluoroethylene, and perfluorobut-2-yne to give perfluoromorpholyl nitrite, perfiuoro-[1,2-bis(morpholino-oxy)ethane], and perfiuoro-[N-(morpholino-oxy)morpholine] and perfluorobiacetyl, respectively. Flow pyrolysis of perfluoro-N-fluoromorpholine in platinum yields carbonyl fluoride, carbon tetrafluoride, hexafluoroethane, perfluoro-2-azapropene, perfluoro-2-azabut-2-ene. perfluoro-(N-methyloxazolidine), perfluoro-5,6-dihydro-2H-1,4-oxazine, and, possibly, N-fluorodifluoromethyleneamine, but apparently not perfluoro-4-oxa-2-azahex-2-ene, as proposed previously; this can be rationalised by a breakdown mechanism that is consistent with the formation of the azahexenes when perfiuoro-[N-(morpholino-oxy)-morpholine] is pyrolysed and with the production of 6-chloro-octafluoro-5-oxa-2-azahex-2-ene when perfluoromorpholine is heated with chlorine in the presence of potassium fluoride.E.s.r. data for perfluoromorpholin-N-oxyl are presented.

Biotransformation of 3-(3', 5'-Dichlorophenyl)-5, 5-dimethyl oxazolidine-2, 4-dione

Abstract: Using 3-(3′,5′-dichlorophenyl)-5,5-dimethyloxazolidine-2,4-dione labeled with 14C or 3H, absorption, excretion, and tissue distribution in male Wistar rats were studied, and metabolites excreted were identified. At the dosage rates of 100, 300, 1000 and 3000 mg/kg, the maximum excretion of orally administered radioactivity occurred within 24 hr. Increase in the dosage rate was paralleled by decrease in the proportion of urinary elimination. Essentially all the radioactivity was excreted in 2 weeks. DDOD level was generally low in most tissues. Adipose tissue contained higher radioactivity compared with others. Most of the urinary metabolites identified were characterized by hydroxylation at the 4′ position of the benzene ring moiety, and hydrolytic or oxidative modification of the oxazolidine ring portion.

Studies related to dihydro-1,4-thiazines. Part III. Transformations of methyl (6S)-7-hydroxy-5,5,9,9-tetramethyl-8-oxa-4-thia-1-azabicyclo-[4.3.0]non-2-ene-3-carboxylate

Abstract: Methyl (6S)-7-hydroxy-5,5,9,9-tetramethyl-8-oxa-4-thia-1 -azabicyclo[4.3.0]non-2-ene-3-carboxylate (2) is converted into methyl 5,5,9-trimethyl-4-thia-1 -azabicyclo[4.3.0]nona-2,6,8-triene-3-carboxylate (14) by lithium aluminium hydride–aluminium chloride in ether. The rearrangement is also induced by aluminium chloride in ether, toluene-p-sulphonyl chloride in pyridine. and methanesulphonyl chloride–triethylamine in dichloromethane.Methanolic hydrogen chloride rapidly converts the lactol (2) into a mixture of acetals; the minor acetal is then isomerised under the reaction conditions to the thermodynamically preferred major acetal, which is considered to be the (7S)-isomer (12). Deuterium-incorporation studies suggest that the iminium ion (15) is involved in the transformation of derivative (2) into the acetal (12).The lactol (2) affords the methylthio-derivative (6) with acidified methanethiol and the phenylthio-derivative (7) with acidified benzenethiol. Treatment of the former material with sodium periodate yields the sulphoxide (8), which is further oxidised to the disulphoxide (9). Raney nickel converts the sulphoxide (8) mainly into the oxazolidine (17), although complex reactions ensue when the thioacetals (6) and (7) and the disulphoxide (9) are treated with this reagent.

Substituent Interactions in Di- and Tri-acyl Derivatives of cis- and trans- 2-Hydrazinocyclopentanol

Abstract: The action of thionyl chloride followed by an alkaline work-up quantitatively isomerizes trans-1,2-dibenzoyl-1-(2-hydroxylcyclopentyl)hydrazine(5) to cis-2-benzoyl-1-(2-benzoyloxycyclopentyl)hydrazine (3). One equivalent of tosyl chloride in pyridine converts 5 to an intermediate which can be hydrolyzed to a mixture of 3 and 5 or can be transformed to the N-tosyl derivative 13 by tosylation and then hydrolysis. Oxazolidine structures are suggested as intermediates for these reactions.The alcohol 2 can also be isomerized to 3, using 0.8 N aqueous ethanolic hydrochloric acid, to which 5 is inert. The ester 3 is again the major product in the hydrolysis by this acid mixture of the cis-tribenzoyl derivative 17, the cis-N1-p-anisoyl derivative 21a and the cis-N1-acetyl derivative 21b, the amide group being cleaved much more rapidly than the ester, especially in the case of 21b. A mechanism involving ester participation by way of an oxazolidinium cation is proposed for these amide hydrolyses, and this is suppor...

Process for preparing 4-{8 3-(substituted amino)-2-hydroxypropoxy{9 -1,2,5-thiadiazoles

Abstract: Preparation of S-3-X-4-(3-substituted amino-2-hydroxypropoxyl)-1,2,5-thiadiazole beta -adrenergic blocking agents using as starting material an optically active oxazolidine in the sinister configuration which is reacted with a 3-X-4-RO-1,2,5-thiadiazole.

3-alkyl-5-(alpha-cyanobenzylidene) oxazolidine-2,4-diones

Abstract: 3-Alkyl-5-( Alpha -cyanobenzylidine)oxazolidine-2,4-diones useful as antiviral agents against the MHU3 strain of mouse hepatitis virus. The compounds can be prepared by condensing a substituted ethyl cyanopyruvate with an isocyanate.

Pharmaceutical compositions comprising 3-(5-nitro-2-imidazolyl-methylen-amino)-2-oxazolidinones and their use in trichomoniasia

Abstract: 1. A PHARMACEUTICAL COMPOSITION CONTAINING, IN ADMIXTURE WITH A PHARMACEUTICALLY ACCEPTABLE CARRIER, A TRICHOMONACIDALLY EFFECTIVE AMOUNT OF A 3-(5-NITRO-2IMIDAZOLYLMETHYLENAMINO) - 2 - OXAZOLIDINONE OF THE FORMULA 2-(O=),3-((1-X,5-(O2N-)IMIDAZOL-2-YL)-CH=N-),5-(R-CH2-)- OXAZOLIDINE WHEREIN X IS ALKYL OR ALKENYL OF 1-5 CARBON ATOMS OR ALKYL OF 2-5 CARBON ATOMS SUBSTITUTED AT THE 2-POSITION BY HYDROXY, ALKANOYLOXY OF 1-5 CARBON ATOMS OR BENZOYLOXY; AND R IS S-A, SO2-A OR -N(-R1)-R2 WHREIN A IS ALKYL OF 1-10 CARBON ATOMS AND R1 AND R2 ARE EACH ALKYL OF 1-5 CARBON ATOMS, PHENYL OR BENZYL OR, COLLECTIVELY WITH THE N-ATOM A PYRROLIDINO, PIPERIDINO, HOMOPIPERIDINO, MORPHOLINO, PIPERAZINO OR A CORRESPONDING RING SUBSTITUTED BY ALKYL OF 1-5 CARBON ATOMS, OR A PHYSIOLOGICALLY ACCEPTABLE ACID ADDITION SALT THEREOF.

Primer compositions comprising zinc chromate, stabilizers and acrylate polymers containing oxazolidine units

Abstract: Acrylic and methacrylic primer compositions are provided which comprise zinc chromate and a film-forming acrylic polymer or methacrylic polymer with oxazolidines as adhesiion promoting monomeric units and a stabilizer of the structure WHEREIN R and R1 are each selected from the group consisting of -H, alkyl of one to four carbons and alkanol of one to four carbons, and R2 is selected from the group consisting of -H, -OH, alkyl of one to eight carbons, alkanol of one to four carbons, (CH2)nHN2 where n is 2 to 6 and -(CH2CH2NH)mCH2CH2NH2 where m is 1 to 3. The stabilizer improves viscosity stability, pigment dispersion or both.

Substituent interactions in di- and tri-acyl derivatives of cis- and trans-2-hydrazinocyclopentanol

Abstract: The action of thionyl chloride followed by an alkaline work-up quantitatively isomerizes trans-1,2-dibenzoyl-1-(2-hydroxylcyclopentyl)hydrazine(5) to cis-2-benzoyl-1-(2-benzoyloxycyclopentyl)hydrazine (3). One equivalent of tosyl chloride in pyridine converts 5 to an intermediate which can be hydrolyzed to a mixture of 3 and 5 or can be transformed to the N-tosyl derivative 13 by tosylation and then hydrolysis. Oxazolidine structures are suggested as intermediates for these reactions.The alcohol 2 can also be isomerized to 3, using 0.8 N aqueous ethanolic hydrochloric acid, to which 5 is inert. The ester 3 is again the major product in the hydrolysis by this acid mixture of the cis-tribenzoyl derivative 17, the cis-N1-p-anisoyl derivative 21a and the cis-N1-acetyl derivative 21b, the amide group being cleaved much more rapidly than the ester, especially in the case of 21b. A mechanism involving ester participation by way of an oxazolidinium cation is proposed for these amide hydrolyses, and this is suppor...