- Preparation method 1,4-cyano -2-butene
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The invention discloses a preparation method of 1,4-dicyano-2-butene, and belongs to the field of organic chemistry. Acetylene is used as a raw material; after twice addition with bromine, eliminationis performed to obtain trans 1,2-acetylene dibromide; then, under the catalysis of cuprous salt, the trans 1,2-acetylene dibromide and trimethylsilylacetonitrile take a coupling reaction to obtain 1,4-dicyano-2-butene. During the synthesis, the use of a highly toxic product of hydrogen cyanide is avoided; a novel method is provided for the compound synthesis.
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Paragraph 0017-0019; 0022-0024; 0026-0028; 0030-0032
(2020/04/17)
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- Macamides and their synthetic analogs: Evaluation of in vitro FAAH inhibition
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Maca (Lepidium meyenii), a traditional food crop of the Peruvian Andes is now widely touted as a dietary supplement. Among the various chemical constituents isolated from the plant are a unique series of non-polar, long-chain fatty acid N-benzylamides known as macamides. We have synthesized 11 of the 19 reported macamides and have tested each as potential inhibitors of the human enzyme, fatty acid amide hydrolase (FAAH). The five most potent macamides were FAAH inhibitors (IC50 = 10-17 μM). These amides were derivatives of oleic, linoleic and linolenic acids and benzylamine or 3-methoxybenzylamine. Of the three compounds evaluated in a pre-incubation time study, two macamides were not irreversible inhibitors of FAAH. The third, a carbamate structurally related to macamides, was shown to be an irreversible inhibitor of FAAH (IC50 = 0.153 μM).
- Wu, Hui,Kelley, Charles J.,Pino-Figueroa, Alejandro,Vu, Huyen D.,Maher, Timothy J.
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p. 5188 - 5197
(2013/09/02)
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- Parasiticidal pyrazoles
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Compounds of formula (I) or pharmaceutically, veterinarily or agriculturally acceptable salts thereof, or pharmaceutically, veterinarily or agriculturally acceptable solvates of either entity, wherein R1 is 2,4,6-trisubstituted phenyl or 3,5-disubstituted pyridin-2-yl; R3 is C1 -C4 alkyl optionally substituted with hydroxy or with one or more halo; cyano, C1 to C5 alkanoyl or phenyl; R5 is hydrogen, C1 to C4 alkyl, amino or halo; R2 and R4 are each independently selected from hydrogen, C1 to C4 alkyl, fluoro, chloro and bromo or, together with the carbon atom to which they are attached, form a C3 to C6 cycloalkyl group; R6 and R8 are each independently selected from hydrogen, C1 to C4 alkyl, fluoro, chloro and bromo; or, when R2 and R4 do not form part of a cycloalkyl group, R2 and R6, together with the carbon atoms to which they are attached, may form a C5 to C7 cycloalkyl group; and R7 is hydrogen, C1 to C4 alkyl optionally substituted with one or more halo, or C1 to C4 alkoxy; are parasiticidal agents.
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- Analysis of spectral parameters of trans- and cis-silyl substituted 1,2-dihalogenoethenes including one-bond CC spin-spin coupling constants across double bonds
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Some trans- and cis-1-trialkylsilyl-1,2-dihalogenoethenes have been synthesized and their 13C and 1H NMR spectra recorded.The compounds studied readily undergo reversible cis-trans isomerization, the cis isomers being thermodynamically more stable than the trans isomers.The value of 3J(SiHα)trans is about twice as large as that of 3J(SiHα)cis, and the values of 2J(CβHα)trans is about one-tenth that of 2J(CβHα)cis and this allows ready assignment of the configuration.The one-bond spin-spin coupling constants between the ethylenic carbons depend on the electronegativities of the substituents, trans 1J(C=C) in most cases being larger than 1J(C=C)cis.
- Kamienska-Trela, K.,Kania, L.,Sitkowski, J.,Bednarek, E.
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- HEI PHOTOELECTRON SPECTRA OF UNSTABLE MOLECULES: MONO- AND DIHALOGENOKETENES
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HeI Photoelectron spectra are reported for the mono- and di-chloro-and-bromo-ketenes (XHC=C=O and X2C=C=O, X=Cl,Br) generated in high yield as unstable molecules from thermolysis of acid halides.The spectra are discussed and assigned by reference to the parent ketene molecule, orbital trends, and comparison with theoretical calculations.
- Colbourne, David,Westwood, Nicholas P. C.
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p. 2049 - 2054
(2007/10/02)
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- REACTIONS OF CHLORINE MONOFLUORIDE. V. REGIOSPECIFICITY AND STEREOCHEMISTRY IN THE ADDITION OF CHLORINE MONOFLUORIDE TO E- AND Z-1-BROMO-2-CHLOROETHYLENES AND 1,2-DIBROMOETHYLENES
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The chlorofluorination of Z- and E-1-bromo-2-chloroethylenes and 1,2-dibromoethylenes with hexachloromelamine in anhydrous hydrogen fluoride and with chlorine monofluoride in Freon 113 was investigated.The addition of ClF at the multiple bond of alkenes is nonregiospecific and nonstereospecific.The direction and stereochemistry of addition depend on the reagent, the substrates, and the medium.The mechanism of chlorofluorination was examined, and it was shown that in both media the reaction takes place with the participation of chloronium and bromonium carbocationic intermediates.
- Boguslavskaya, L. S.,Ternovskoi, L. A.
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p. 1647 - 1652
(2007/10/02)
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