ChemInform Abstract: REACTIONS OF DERIVATIVES OF NOPADIENE ADDUCT WITH MALEIC ANHYDRIDE. PART I. ADDITION OF HYDROGEN CHLORIDE

1979 ◽  
Vol 10 (29) ◽  
Author(s):  
S. W. MARKOWICZ ◽  
B. BOCHWIC
Keyword(s):  
Maleic Anhydride ◽  
Hydrogen Chloride ◽  
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

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.

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

Langmuir-Blodgett films from preformed polymers: derivatives of octadec-1-ene-maleic anhydride copolymers

1985 ◽  
Vol 134 (1-3) ◽  
pp. 49-55 ◽  
Author(s):  
C.S. Winter ◽  
R.H. Tredgold ◽  
A.J. Vickers ◽  
E. Khoshdel ◽  
P. Hodge
Keyword(s):  
Maleic Anhydride ◽  
Langmuir Blodgett ◽  
Langmuir Blodgett Films ◽  
Derivatives Of ◽  
Maleic Anhydride Copolymers

Conformational analysis about the N-N bond by P.M.R. spectroscopy: N'-derivatives of N-amino-1,2,3,4-tetrahydro-9-oxo-1,4-ethanonaphthalene-endo-2,3-dicarboximide

1973 ◽  
Vol 26 (9) ◽  
pp. 1963 ◽  
Author(s):  
SM Verma ◽  
O Subba Rao
Keyword(s):  
Maleic Anhydride ◽  
Conformational Analysis ◽  
Conformational Changes ◽  
Major Product ◽  
Diels Alder ◽  
Conformational Study ◽  
Temperature Dependent ◽  
Spectral Changes ◽  
Derivatives Of

A series of N?-derivatives of N-amino-1,2,3,4-tetrahydro-9-oxo-1,4- ethanonaphthalene-endo-2,3-dicarboximide have been prepared and their p.m.r. spectra studied. The non-planar ?cage-moiety? structure has been used in the conformational study. Temperature dependent spectral changes have been related to conformational changes about the N-N bond. ��� The endo configuration of the major product obtained in Diels-Alder addition of maleic anhydride on β-naphthol has been strongly evidenced.

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