242. Liquid hydrogen chloride as an ionizing solvent. Part III. Solubilities and reactions of some derivatives of groups IV, V, and VI

1961 ◽  
pp. 1238 ◽  
Author(s):  
M. E. Peach ◽  
T. C. Waddington
Keyword(s):  
Hydrogen Chloride ◽  
Liquid Hydrogen ◽  
Derivatives Of

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

The behaviour of some organophosphorus(V) compounds in liquid hydrogen chloride — A 31P NMR study

1981 ◽  
Vol 43 (11) ◽  
pp. 2665-2666 ◽  
Author(s):  
Keith B. Dillon ◽  
Thomas C. Waddington ◽  
David Younger
Keyword(s):  
Hydrogen Chloride ◽  
31P Nmr ◽  
Liquid Hydrogen ◽  
Nmr Study

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.

A computer simulation for a simple model of liquid hydrogen chloride

1979 ◽  
Vol 38 (3) ◽  
pp. 893-908 ◽  
Author(s):  
J.G. Powles ◽  
W.A.B. Evans ◽  
E. McGrath ◽  
K.E. Gubbins ◽  
S. Murad
Keyword(s):  
Computer Simulation ◽  
Simple Model ◽  
Hydrogen Chloride ◽  
Liquid Hydrogen
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