HALIDE ALKOXIDES OF SAMARIUM: III. REACTIONS OF SAMARIUM ALKOXIDES WITH ACETYL CHLORIDE AND ACETYL BROMIDE

1966 ◽  
Vol 44 (18) ◽  
pp. 2131-2137 ◽  
Author(s):  
B. S. Sankhla ◽  
R. N. Kapoor
Keyword(s):  
Hydrogen Chloride ◽  
Acetyl Chloride ◽  
Acetyl Bromide ◽  
Acyl Halide ◽  
Exothermic Reactions ◽  
Stoichiometric Ratios ◽  
Derivatives Of ◽  
Acyl Halides

The reactions of samarium n-butoxide, isopropoxide, and tert-butoxide with acyl halides in different stoichiometric ratios have been studied and products of the type Sm(OR)2X, Sm(OR)X2•0.5CH3COOR and SmX3•CH3COOR (where R = C4H9n, C3H7i, or C4H9t and X = Cl or Br) have been isolated in quantitative yields. All these reactions are exothermic and the amount of heat liberated also increases with the increase in the concentration of acyl halide. These reactions have been further confirmed by the reactions with anhydrous samarium trichloride and the corresponding esters, which are also exothermic reactions. Attempts to sublime the dialkoxy monohalide derivatives of samarium were unsuccessful. The reaction of a dry current of hydrogen chloride gas on samarium isopropoxide has also been investigated.

Preparation of Chloro and Sulfanyl Derivatives of 1-(2-Deoxy-4-C-hydroxymethyl-α-L-threo-Pentofuranosyl)uracil

1997 ◽  
Vol 62 (7) ◽  
pp. 1114-1127 ◽  
Author(s):  
Hubert Hřebabecký ◽  
Jan Balzarini ◽  
Antonín Holý
Keyword(s):  
Nucleophilic Substitution ◽  
Hydrogen Chloride ◽  
Thionyl Chloride ◽  
Sodium Methoxide ◽  
Thioacetic Acid ◽  
Uracil Derivatives ◽  
Derivatives Of ◽  
Hiv 1

3'-Chloro and 3'-acetylsulfanyl derivatives of 1-(2-deoxy-4-C-hydroxymethyl-α-L-threo-pentofuranosyl)uracil were prepared by reaction of 2,3'-anhydro-1-{5'-O-benzoyl-4'-C-[(benzoyloxy)methyl]-2'-deoxy-α-L-erythro-pentofuranosyl}uracil (3) with hydrogen chloride and thioacetic acid, respectively. The reaction with hydrogen chloride gave a mixture of N-1 and N-3 substituted uracil derivatives 12 and 14. Reaction of 1-{3-O-benzoyl-4-C-[(benzoyloxy)methyl]-2-deoxy-α-L-threo-pentofuranosyl}uracil (7) with thionyl chloride and subsequent debenzoylation afforded 1-(4-C-chloromethyl-2-deoxy-β-D-erythro-pentofuranosyl)uracil (19). Nucleophilic substitution with lithium thioacetate, followed by deacylation, converted 1-{3-O-benzoyl-4-C-[(benzoyloxy)methyl]-2-deoxy-5-O-p-toluenesulfonyl-α-L-threo-pentofuranosyl}uracil (9) into 1-(2-deoxy-4-C-sulfanylmethyl-β-D-erythro-pentofuranosyl)uracil (21). The obtained thiols were oxidized with iodine or air to give 1,1'-[disulfandiylbis(2,3-dideoxy-4-hydroxymethyl-α-L-threo-pentofuranose-3,1-diyl]di(pyrimidine-2,4-(1H,3H)-dione) (17) and 1,1'-[disulfandiylbis(2,5-dideoxy-4-hydroxymethyl-α-L-threo-pentofuranose-5,1-diyl]di(pyrimidine-2,4(1H,3H)-dione) (22). Reaction of 1-{3-acetylsulfanyl-5-O-methanesulfonyl-4-C-[(benzoyloxy)methyl]-2,3-dideoxy-α-L-threo-pentofuranosyl)}uracil (24) with methanolic sodium methoxide afforded 1-(3,5-anhydro-2,3-dideoxy-4-C-hydroxymethyl-3-sulfanyl-α-L-threo-pentofuranosyl)uracil (25). The same reagent was used in the preparation of 1-(3,5-anhydro-2-deoxy-4-C-hydroxymethyl-α-L-threo-pentofuranosyl)uracil (26) from 1-{4-C-[(benzoyloxy)methyl]-2-deoxy-5-O-p-toluenesulfonyl-α-L-threo-pentofuranosyl}uracil (8). From the series of 4'-substituted 2'-deoxyuridine derivatives, synthesized in this study, solely the 4'-chloromethyl derivative 19 and the oxetane derivative 26 exhibited an appreciable activity against HIV-1 and HIV-2.

scholarly journals The Reaction of Derivatives of D-Xylal and D-Arabinal with Hydrogen Chloride and Hydrogen Bromide.

1969 ◽  
Vol 23 ◽  
pp. 2083-2094 ◽  
Author(s):  
Klaus Bock ◽  
Inge Lundt ◽  
Christian Pedersen ◽  
Tord Holme ◽  
Alf A. Lindberg ◽  
...  
Keyword(s):  
Hydrogen Chloride ◽  
Hydrogen Bromide ◽  
Derivatives Of

scholarly journals The Electron Diffraction Investigations on the Molecular Structures of Chloro-Derivatives of Acetyl Chloride. I. Acetyl Chloride.

1954 ◽  
Vol 75 (6) ◽  
pp. 647-651 ◽  
Author(s):  
Yonezo Morino ◽  
Kozo Kuchitsu ◽  
Machio Iwasaki ◽  
Kiyoshi Arakawa ◽  
Akira Takahashi
Keyword(s):  
Electron Diffraction ◽  
Acetyl Chloride ◽  
Molecular Structures ◽  
Chloro Derivatives ◽  
Derivatives Of

CERTAIN REACTIONS OF GAMMA KETONIC ACIDS

1934 ◽  
Vol 11 (3) ◽  
pp. 382-394 ◽  
Author(s):  
C. F. H. Allen ◽  
J. B. Normington ◽  
C. V. Wilson
Keyword(s):  
Levulinic Acid ◽  
Grignard Reagent ◽  
Acetyl Chloride ◽  
Methyl Esters ◽  
Open Chain ◽  
Unsaturated Lactones ◽  
Acrylic Acids ◽  
Derivatives Of

A considerable number of highly substituted acrylic acids or their lactols have been synthesized, and the Grignard reagent used to differentiate between the two possible structures. Acetyl chloride was found to be a satisfactory confirmatory agent, giving chlorides with the lactols, but not reacting with the open-chain acids. From the available evidence it is concluded that the differences may be attributed to cis-trans isomerism.Two other series of ketonic acids were investigated with both reagents; the Grignard reagent indicated mostly open-chain structures. The use of acetyl chloride led to a variety of products; by varying the procedure, dimers of undetermined structure, unsaturated lactones, enolic acetates, and methyl esters were obtained.Cyclohexanone gave cyclohexenyl acetate with acetyl chloride.The mechanism of the reactions is discussed, as well as the evidence for the possible structures of derivatives of levulinic acid. A mechanism is suggested to account for the formation of enolic esters and unsaturated lactones of enolized ketonic acids.

ChemInform Abstract: SYNTHESIS OF ACYL HALIDE DERIVATIVES OF PIPERIDAZINE

1973 ◽  
Vol 4 (48) ◽  
pp. no-no
Author(s):  
STEFAN GROSZKOWSKI ◽  
JADWIGA WRONA ◽  
WIESLAW SZUFLET
Keyword(s):  
Acyl Halide ◽  
Derivatives Of

Reaction of organostannic derivatives of PVC with hydrogen chloride

1968 ◽  
Vol 10 (6) ◽  
pp. 1550-1558 ◽  
Author(s):  
K.S. Minsker ◽  
Yu.A. Purinson ◽  
T.B. Zavarova ◽  
N.A. Plate ◽  
G.T. Fedoseyeva ◽  
...  
Keyword(s):  
Hydrogen Chloride ◽  
Derivatives Of

ChemInform Abstract: Reaction of S-Acetyl Thiophosphites with Hydrogen Chloride, Acyl Halides, and Chloral.

ChemInform ◽  
1989 ◽  
Vol 20 (14) ◽  
Author(s):  
V. A. AL'FONSOV ◽  
D. A. PUDOVIK ◽  
E. S. BATYEVA ◽  
A. N. PUDOVIK
Keyword(s):  
Hydrogen Chloride ◽  
Acyl Halides

Synthetic use of the ribosyl derivatives of 2,4- and 2,5-thiazolidinediones

1979 ◽  
Vol 44 (5) ◽  
pp. 1475-1482 ◽  
Author(s):  
Hubert Hřebabecký ◽  
Zdeněk Točík ◽  
Jiří Beránek
Keyword(s):  
Hydrazine Hydrate ◽  
Hydrogen Chloride ◽  
Sodium Methoxide ◽  
Aqueous Ammonia ◽  
Hydroxylamine Hydrochloride ◽  
Acetyl Derivative ◽  
High Yield ◽  
Derivatives Of ◽  
Methanolic Ammonia

On ribosidation of 2,4-thiazolidinedione (2,5-thiazolidinedione, respectively), the 3-β-D-ribofuranosyl derivative is formed in high yield, either the benzoyl derivative Ia (IIa) or the acetyl derivative Ib (IIb). The unsubstituted ribosyl derivative Ic is formed from the acetyl derivative Ib by methanolic hydrogen chloride. The benzoylated ribosyl-2,4-thiazolidinedione Ia affords the benzoylated ribosylurea III on reaction with aqueous ammonia, the hydroxyethylurea derivative IVa with 2-aminoethanol, the semicarbazide derivative Va with hydrazine hydrate, the ribosylhydroxyurea derivative VIa on reaction with hydroxylamine hydrochloride and triethylamine, the benzoyl derivative of ribosylbiuret VII with O-methylisourea hydrochloride and triethylamine, and (analogously) ribosylisothiobiuret VIII with S-methylisothiourea. Methanolysis of the benzoyl derivative of hydroxyethylurea IVa with sodium methoxide affords the unprotected riboside IVb. Ribosylhydroxyurea VIb is formed on debenzoylation of compound VIa with methanolic ammonia. Acetylation of compound VIb furnishes the pentaacetyl derivative VIc.

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