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Showing papers on "Pyran published in 1969"


Patent
13 Mar 1969
TL;DR: In this paper, the authors describe an alternate pathway for the production of the final product DIBENZO(B,D)PYRANS, a 3-ALKYL.
Abstract: 7,10-DIHYDRO - 3 - ALKYL-6H-DIBENZO(B,D)PYRAN-6,6(8H)DIONES WHICH ARE INTERMEDIATES FOR THE PHYSCHOTROPIC AND ANALGESIC 3-ALKYL - 9 - HYDROCARBYL(IDENE) - 6H - DIBENZO (B,D)PYRANS, 5-HYDROXY-7-ALKYL-4-CHROMANONES ARE ALTERNATE PATHWAY INTERMEDIATES IN THE PRODUCTION OF THE FINAL PRODUCT DIBENZO(B,D)PYRANS.

21 citations


Journal ArticleDOI
TL;DR: Improved yields of hexafluoro-1,3-di-(2-theonyl)propane are obtained by the reaction of perfluoroglutaric acid with a large excess of 2-thienylmagnesium bromide.
Abstract: Improved yields of hexafluoro-1,3-di-(2-theonyl)propane are obtained by the reaction of perfluoroglutaric acid with a large excess of 2-thienylmagnesium bromide. The diketone has been successfully fluorinated with sulphur tetrafluoride to give decafluoro-1,5-di-(2-thienyl)pentane and a small quantity of material believed to be octafluoro-2,6-di-(2-thienyl)pyran. Mild nitratio of the former gives a mixture of isomeric dinitro-derivatives.

6 citations




Journal ArticleDOI
TL;DR: The irradiation of triacetic acid lactone in various solvents results in novel rearrangement to β-methylglutaconic acid derivatives as mentioned in this paper, which can be used as a source of new derivatives.
Abstract: The irradiation of triacetic acid lactone in various solvents results in novel rearrangement to β-methylglutaconic acid derivatives.

3 citations


Patent
08 Oct 1969
TL;DR: In this paper, the 3,4-O-CYCLIC SULFITE of the first version of the TTEHYDROPYRAN is replaced by a 7-HYDROXY.
Abstract: COMPOUNDS OF THE FORMULA: 2-(R-S-),3,4,5-TRI(HO-),6-(CH3-CH(-CL)-CH(-NH-AC)-)- TETRAHYDROPYRAN ARE PREPARED BY REPLACING BY CHLORINE, THE 7-HYDROXY OF A COMPOUND OF THE FORMULA: 2-(R-S-),3,4,5-TRI(HO-),6-(CH3-CH(-OH)-CH(-NH-AC)-)- TETRAHYDROPYRAN THE REPLACEMENT IS EFFECTED BY (1) MIXING THE STARTING COMPOUND OF FORMULA II WITH THIONYL CHLORIDE, (2) HEATING WITH THIONYL CHLORIDE, AND (3) HYDROLYSIS. THIONYL CHLORIDE WITHOUT HEATING CONVERTS THE COMPOUNDS OF FORMULA II TO A 3,4-O-CYCLIC SULFITE OF THE FORMULA: HEATING WITH THIONYL CHLORIDE CONVERTS COMPOUNDS OF FORMULAS II AND III TO A 3,4-O-CYCLIC SULFITE OF THE FORMULA: PERHYDRO-1,3,2-DIOXATHIOLO(4,5-C)PYRAN 2-(O=),4-(CH3-CH(-OH)-CH(-NH-AC)-),6-(R-S-),7-(HO-)- SOLVOLYSIS CONVERTS COMPOUNDS OF FORMULAS IV AND V TO A 7-CHLORO-7DEOXYLINCOMYCIN OF FORMULA I. PERHYDRO-1,3,2-DIOXATHIOLO(4,5-C)PYRAN (2-(O=),4-(CH3-CH(-CL)-CH(-NH-AC)-),6-(R-S-),7-(HO-)- AND A BIS-SULFITE OF THE FORMULA: PERHYDRO-1,3,2-DIOXATHIOLO(4,5-C)PYRAN 2-(O=),4-(CH3-CH(-CL)-CH(-NH-AC)-),6-(R-S-),7-(HO-)-

3 citations


Patent
14 Jan 1969
TL;DR: In this paper, the authors discuss the conditions for HYDROGEN, METHYL or METHOXY in the META, ORTHO OR PAR-POSITION in the BENZENE NUCLEUS.
Abstract: IN WHICH R STANDS FOR HYDROGEN, METHYL OR METHOXY IN THE META, ORTHO OR PAR-POSITION IN THE BENZENE NUCLEUS. THE NOVEL COMPOUNDS ARE USED AS FUNGICIDES. 2-(CH3-),3-((R-PHENYL)-NH-CO-)-5,6-DIHYDROPYRAN 2-METHYL-5,6-DIHYDROPYRAN-3-CARBOXYLIC ACID ANILIDES OF THE GENERAL FORMULA

3 citations


Journal ArticleDOI
TL;DR: In this paper, the reaction of ethanesulfenyl chloride with 2-methoxy-5,6-dihydro-2H-pyran gives only 4β-chloro-3α-ethylthio-2β-mETHoxytetrahydropyran.
Abstract: The reaction of ethanesulfenyl chloride with 2-methoxy-5,6-dihydro-2H-pyran gives only 4β-chloro-3α-ethylthio-2β-methoxytetrahydropyran. A rationale is presented to explain the observed highly selective reaction.

3 citations




Patent
21 May 1969
TL;DR: In this article, an acid acceptor, a solution of phosgene in an inert organic solvent and a solution or dispersion of an organic primary amine in water, separating the liquid nonaqueous phase and recovering the isocyanate therefrom.
Abstract: 1,152,877. Preparation of isocyanates. IMPERIAL CHEMICAL INDUSTRIES Ltd. 24 Nov., 1967 [1 Dec., 1966], No. 53798/66. Heading C2C. Organic isocyanates are prepared by contacting together in the presence of an acid acceptor, a solution of phosgene in an inert organic solvent and a solution or dispersion of an organic primary amine in water, separating the liquid non-aqueous phase and recovering the isocyanate therefrom. The reaction is preferably carried out with mechanical agitation. In examples, the acid acceptor is sodium or calcium hydroxide, the inert organic solvent is toluene, o-xylene, n-hexane, methylene dichloride or petroleum ether and hexamethylene diisocyanate, ethyl isocyanate, phenyl isocyanate, p-phenylene diisocyanate, butyl isocyanate, allyl isocyanate, 2 - isocyanatomethyl - 3,4- dihydro - 2H - pyran and 2 - isocyanatomethyl- 2,5 - dimethyl - 3,4 - dihydro - 2H - pyran are prepared.